QSRR revisited. Hierarchical models

Author
Affiliation

Paweł Wiczling*

Department of Biopharmaceutics and Pharmacodynamics, Medical University of Gdańsk, Gen. J. Hallera 107, 80-416 Gdańsk, Poland

Published

April 17, 2025

Introductions

Setup

Code
library(ggplot2)
library(gridExtra)
library(patchwork)
library(tidyr)
library(dplyr)
library(GGally)
library(reshape2)
library(pracma)
library(here)
library(magick)
library(reticulate)
library(kableExtra)
#remotes::install_github("metrumresearchgroup/mrgmisc")

set.seed(10271998) ## not required but assures repeatable results

source("helper-functions.R")
Code
data_deliv_dir = here::here("data","deliv")
data_derived_dir = here::here("data","derived")
if(!file.exists(data_deliv_dir)) dir.create(data_deliv_dir, recursive = T)
if(!file.exists(data_derived_dir)) dir.create(data_derived_dir, recursive = T)

figures_eda_dir <- here::here("deliv","figures", "eda")
tables_eda_dir <- here::here("deliv","tables", "eda")
if(!file.exists(figures_eda_dir)) dir.create(figures_eda_dir, recursive = T)
if(!file.exists(tables_eda_dir)) dir.create(tables_eda_dir, recursive = T)

model_dir <- here::here("model","stan")  
figures_dir <- here::here("deliv","figures", "stan")
tables_dir <- here::here("deliv","tables", "stan")
if(!file.exists(figures_dir)) dir.create(figures_dir, recursive = T)
if(!file.exists(model_dir)) dir.create(model_dir, recursive = T)
if(!file.exists(tables_dir)) dir.create(tables_dir, recursive = T)

EDA

We used a publicly available dataset that comprises the measurements of RP-HPLC retention times collected for 1026 analytes. The retention times were measured under isocratic conditions on Eclipse Plus C18 (Agilent) stationary phase with 3.5 μm particles. The experiments were conducted using a mixture of two solvents: solvent A, which was made of 0.1% formic acid in water, and solvent B, which was made of 0.1% formic acid in acetonitrile. The column temperature was set at 35^{}C. The data were collected by Boswell et al. and were used to create a method to predict retention time by Back-Calculating the Gradient.

Load data

Code
# load data
data <- read.csv(here(data_deliv_dir, "database_logk_1026.csv"), header = TRUE)
analytes_names  <- read.csv(here(data_deliv_dir,"database_logk_1026_analyte_names.csv"), header = TRUE)
smiles <- read.csv(here(data_deliv_dir,"smiles1026.smi"), sep = "\t", header = FALSE)
functional_groups = read.csv(here(data_deliv_dir, 'checkmol_functional_groups.csv'))
functional_groups_names = read.csv(here(data_deliv_dir,'checkmol_functional_group_names.csv'))
data_ACD = read.csv(here(data_deliv_dir,'ACD_pKas.csv'))
data_pH <- read.csv(here(data_deliv_dir,"pH.csv"),header = TRUE)
lower_tri_df <-read.csv(here(data_deliv_dir,"similarity_ltri_rcdk.csv"))
#similarity_matrix <- make_similarity_matrix_fun(lower_tri_df)
smiles<-smiles %>% rename(ID=V2,smiles=V1) %>% select(ID,smiles)

Python

Code
use_condaenv("rdkit-env", conda = "C:/Users/GUMed/anaconda3/Scripts/conda.exe", required = TRUE)
Code
temp_tri<-lower_tri_df %>% arrange(row,col)

df_temp = data %>% distinct(ID, .keep_all = TRUE)
temp_tri$dMW = abs(df_temp$MW_ACD[temp_tri$row]- df_temp$MW_ACD[temp_tri$col])

temp_tri<-temp_tri %>% 
  filter(row!=col) %>%
  group_by(row) %>%
  slice_max(similarity, n = 1, with_ties = TRUE) %>%
  slice_min(dMW, n = 1, with_ties = TRUE) %>%
  ungroup() %>%
  arrange(desc(similarity)) %>% 
  filter(similarity>0.5) 

k2 = df_temp$MW_ACD[temp_tri$row]> df_temp$MW_ACD[temp_tri$col]
temp_tri$xrow = temp_tri$row
temp_tri$xcol = temp_tri$col

temp_tri$xrow[k2] = temp_tri$col[k2]
temp_tri$xcol[k2] = temp_tri$row[k2]

Maximum Common Substructure

Code
# Import RDKit modules
Chem <- import("rdkit.Chem")
AllChem <- import("rdkit.Chem.AllChem")
Draw <- import("rdkit.Chem.Draw")
rdFMCS <- import("rdkit.Chem.rdFMCS")
rdmolops <- import("rdkit.Chem.rdmolops")
# Settings 
# Create MCS parameters
mcs_params <- rdFMCS$MCSParameters()
mcs_params$AtomCompareParameters$MatchValences <- TRUE 
mcs_params$AtomCompareParameters$RingMatchesRingOnly <- TRUE  
mcs_params$AtomCompareParameters$Compare <- rdFMCS$AtomCompare$CompareElements
mcs_params$BondCompareParameters$CompleteRingsOnly <- TRUE 
mcs_params$BondCompareParameters$Compare <- rdFMCS$BondCompare$CompareOrder
mcs_params$MaximizeBonds <- TRUE
mcs_params$Timeout <- 20L           
#mcs_params$Verbose <- FALSE
mcs_params$Threshold <- 0.5  

extract_common_fragments <- function(mol, match_atoms) {
  
editable_mol <- Chem$RWMol(mol)
mcs_atom_indices <- as.integer(match_atoms)

# Remove all atoms not in MCS (do it in reverse to preserve indices)
all_indices <- 0:(mol$GetNumAtoms() - 1)
atoms_to_remove <- setdiff(all_indices, mcs_atom_indices)

for (idx in rev(atoms_to_remove)) {
  editable_mol$RemoveAtom(as.integer(idx))
}

# Get final molecule
common_mol <- editable_mol

num_atoms <- common_mol$GetNumAtoms()
 for (i in seq(0, num_atoms - 1)) {
     atom <- common_mol$GetAtomWithIdx(i)
     if (!atom$IsInRing() && atom$GetIsAromatic()) {
         atom$SetIsAromatic(FALSE)
     }
 }

 res <- try({
     Chem$SanitizeMol(common_mol)
    }, 
    silent = TRUE)
  
  if (inherits(res, "try-error")) {
  common_smiles <- Chem$MolToSmiles(common_mol)
  common_smiles = paste0("Err:",common_smiles)
  } else {
  Chem$SanitizeMol(common_mol)
  common_smiles <- Chem$MolToSmiles(common_mol)
  }

return(common_smiles)
}

extract_attachemnt_string <- function(mol, match_atoms) {
  
  all_atoms <- seq_len(mol$GetNumAtoms()) - 1L
  diff_atoms <- setdiff(all_atoms, match_atoms)
  
attachment_strings <- c()
for (atom_idx in match_atoms) {
  atom <- mol$GetAtomWithIdx(atom_idx)
  atom_symbol <- atom$GetSymbol()

  for (bond in atom$GetBonds()) {
    nbr_idx <- bond$GetOtherAtomIdx(atom_idx)
    if (!(nbr_idx %in% match_atoms)) {
      nbr_atom <- mol$GetAtomWithIdx(nbr_idx)
      nbr_symbol <- nbr_atom$GetSymbol()
      bond_type <- as.character(bond$GetBondType())

      attachment_strings <- c(
        attachment_strings,
        sprintf("%d:%s %d:%s %s",
                atom_idx, atom_symbol,
                nbr_idx, nbr_symbol,
                bond_type)
      )
    }
  }
}
return(paste(attachment_strings, collapse = "."))
}

extract_diff_fragments <- function(mol, match_atoms) {
  
  all_atoms <- seq_len(mol$GetNumAtoms()) - 1L
  diff_atoms <- setdiff(all_atoms, match_atoms)
  
  if (length(diff_atoms) == 0) return("")
  
  rw_mol <- Chem$RWMol(mol)
  
  # Set atoms to remove (in reverse order to preserve indices)
  for (idx in sort(unlist(match_atoms), decreasing = TRUE)) {
    rw_mol$RemoveAtom(idx)
  }

  res <- try({
    mol_frags <- rdmolops$GetMolFrags(rw_mol, asMols = TRUE)
    }, 
    silent = TRUE)
  
  if (inherits(res, "try-error")) {
  mol_frags <- rdmolops$GetMolFrags(rw_mol, asMols = TRUE, sanitizeFrags = FALSE)
  } else {
  mol_frags <- rdmolops$GetMolFrags(rw_mol, asMols = TRUE)
  }

  frag_smiles <- sapply(mol_frags, function(frag) as.character(Chem$MolToSmiles(frag)))
  return(paste(frag_smiles, collapse = "."))
}

compare_smiles_pair <- function(smiles1, smiles2, .mcs_params=mcs_params) {
  
  mol1 <- Chem$MolFromSmiles(smiles1)
  mol2 <- Chem$MolFromSmiles(smiles2)

  if (is.null(mol1) || is.null(mol2)) {
    return(data.frame(
    smile1 = smiles1,
    smile2 = smiles2,
    common = NA,
    to_remove = NA,
    to_remove_str = NA,
    to_add = NA,
    to_add_str = NA,
    structure = "<em>Invalid SMILES</em>"
    ))
  }

 mcs_result <- rdFMCS$FindMCS(list(mol1, mol2), parameters = mcs_params)
 smarts <- mcs_result$smartsString
 common_mol <- Chem$MolFromSmarts(smarts)

  # Get atom matches for highlighting
  match1 <- mol1$GetSubstructMatch(common_mol)
  match2 <- mol2$GetSubstructMatch(common_mol)

  # Compute unmatched SMILES
  to_remove <- extract_diff_fragments(mol1, match1)
  to_add <- extract_diff_fragments(mol2, match2)

  to_remove_str <- extract_attachemnt_string(mol1, match1)
  to_add_str <- extract_attachemnt_string(mol2, match2)
  
  common_smile <- extract_common_fragments(mol1, match1)
  
  # Generate 2D coordinates
  AllChem$Compute2DCoords(mol1)
  AllChem$Compute2DCoords(mol2)
    
  # Draw image
  img <- Draw$MolsToGridImage(
    list(mol1, mol2),
    highlightAtomLists = list(match1, match2),
    subImgSize = tuple(300L, 300L),
    legends = list("Mol 1", "Mol 2")
  )

  # Save to temp file and encode as base64 HTML img tag
  img_file <- tempfile(fileext = ".png")
  img$save(img_file)
  img_base64 <- base64enc::dataURI(file = img_file, mime = "image/png")

  
  gc()
  py_run_string("import gc; gc.collect()")
 # img_magick <- image_read(img_file)
 # print(img_magick)  # Displays in RStudio viewer or default graphics device

  # Return data frame row
  data.frame(
    smile1 = smiles1,
    smile2 = smiles2,
    common = common_smile,
    to_remove = to_remove,
    to_remove_str= to_remove_str,
    to_add = to_add,
    to_add_str=to_add_str,
    structure = sprintf('<img src="%s" style="width:600px; height:auto;"/>', img_base64), 
    stringsAsFactors = FALSE)
}

# Extract the vectors
rows <- smiles$smiles[temp_tri$row]
cols <- smiles$smiles[temp_tri$col]


comparison_table <- purrr::map2_df(rows, cols, compare_smiles_pair,
                                   .progress = list(
  type = "iterator", 
  format = "Calculating {cli::pb_bar} {cli::pb_percent} {cli::pb_current}/{cli::pb_total}",
  clear = FALSE))

write.csv(comparison_table, file = here(data_deliv_dir,"comparison_table.csv"), row.names = FALSE)
Code
comparison_table = read.csv(file = here(data_deliv_dir,"comparison_table.csv"), header = TRUE)
comparison_table$similarity = round(temp_tri$similarity,2)
comparison_table$id1 = temp_tri$row
comparison_table$id2 = temp_tri$col

comparison_table %>%
  select("id1", "id2", "similarity", "structure") %>%
  kbl(escape = FALSE, format = "html", align = "l") %>%
  kable_styling(full_width = FALSE, position = "center", bootstrap_options = c("striped", "hover", "condensed"))
id1 id2 similarity structure
27 26 1.00
108 107 1.00
109 108 1.00
110 109 1.00
111 110 1.00
112 111 1.00
113 112 1.00
114 113 1.00
115 114 1.00
410 99 1.00
459 458 1.00
555 422 1.00
645 348 1.00
690 516 1.00
719 710 1.00
746 735 1.00
750 727 1.00
799 753 1.00
826 552 1.00
843 367 1.00
940 930 1.00
900 836 0.99
502 488 0.99
1020 1010 0.99
983 965 0.99
666 657 0.99
107 106 0.99
887 521 0.99
106 105 0.99
623 543 0.99
936 598 0.99
869 541 0.98
535 384 0.98
550 454 0.98
721 677 0.98
838 367 0.97
541 535 0.97
981 940 0.97
105 104 0.97
1021 981 0.97
588 371 0.97
62 60 0.96
837 693 0.96
1011 931 0.96
979 977 0.96
1000 914 0.96
987 858 0.96
383 355 0.96
848 776 0.95
813 768 0.95
862 384 0.95
104 103 0.95
626 620 0.95
131 130 0.95
504 488 0.94
1010 920 0.94
1001 998 0.94
660 354 0.94
773 521 0.94
103 102 0.94
784 435 0.94
945 923 0.94
982 965 0.94
78 74 0.94
776 739 0.93
919 379 0.93
479 394 0.93
879 359 0.93
677 449 0.93
965 930 0.93
989 379 0.93
870 767 0.92
86 84 0.92
839 633 0.92
309 219 0.92
511 424 0.92
460 368 0.92
933 379 0.92
953 635 0.91
662 598 0.91
962 922 0.91
927 862 0.91
175 174 0.91
860 680 0.91
635 633 0.91
356 3 0.91
678 671 0.91
977 958 0.91
23 22 0.91
723 446 0.90
693 488 0.90
316 250 0.90
102 101 0.90
580 494 0.90
880 445 0.89
523 506 0.89
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81 79 0.89
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63 61 0.89
462 446 0.89
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454 403 0.89
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124 122 0.89
488 394 0.88
258 220 0.88
970 315 0.88
273 183 0.88
72 69 0.88
633 601 0.88
73 72 0.88
740 576 0.88
181 164 0.88
903 423 0.88
832 377 0.87
65 64 0.87
71 58 0.87
498 454 0.87
840 358 0.87
76 74 0.87
865 680 0.87
446 126 0.87
455 447 0.87
491 472 0.87
394 387 0.87
668 540 0.86
402 399 0.86
236 144 0.86
568 463 0.86
858 577 0.86
929 858 0.86
767 765 0.86
458 443 0.86
855 641 0.86
631 348 0.85
939 934 0.85
617 460 0.85
532 3 0.85
801 562 0.85
829 825 0.85
70 48 0.85
176 129 0.85
1023 1005 0.85
263 258 0.84
213 184 0.84
674 493 0.84
952 676 0.84
24 22 0.84
77 58 0.84
484 448 0.84
978 977 0.83
842 400 0.83
786 70 0.83
30 28 0.83
653 635 0.83
993 990 0.83
399 389 0.83
521 487 0.83
594 446 0.83
377 34 0.82
1022 921 0.82
74 69 0.82
931 923 0.82
1017 438 0.82
58 55 0.82
475 468 0.82
169 148 0.82
708 603 0.82
185 176 0.82
680 605 0.81
29 28 0.81
958 705 0.81
37 36 0.81
894 760 0.81
284 248 0.81
468 447 0.80
67 66 0.80
270 151 0.80
280 258 0.80
702 351 0.80
671 657 0.80
26 25 0.80
90 84 0.79
744 367 0.79
424 396 0.79
605 356 0.79
357 16 0.79
1006 987 0.79
177 175 0.79
80 79 0.79
650 644 0.79
97 96 0.79
705 379 0.78
64 60 0.78
44 37 0.78
986 919 0.78
403 394 0.78
342 292 0.77
193 155 0.77
902 695 0.77
772 442 0.77
886 569 0.77
56 55 0.76
823 671 0.76
985 941 0.76
850 544 0.76
52 50 0.76
704 434 0.76
54 36 0.76
768 699 0.76
873 652 0.75
999 922 0.75
196 137 0.75
28 22 0.75
816 590 0.75
326 239 0.75
739 542 0.75
644 570 0.75
5 4 0.75
1012 897 0.75
87 17 0.74
991 990 0.74
533 356 0.74
40 39 0.74
467 447 0.74
925 42 0.74
864 685 0.74
14 9 0.74
942 941 0.74
992 984 0.73
920 855 0.73
172 157 0.73
75 74 0.73
433 355 0.73
516 36 0.73
921 577 0.73
822 514 0.73
1014 127 0.72
247 245 0.72
269 192 0.72
685 513 0.72
60 59 0.72
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519 377 0.71
587 533 0.71
765 542 0.71
818 708 0.71
849 3 0.71
514 52 0.71
954 909 0.71
758 727 0.71
758 750 0.71
592 367 0.71
201 172 0.71
881 546 0.70
41 38 0.70
349 56 0.70
366 64 0.70
387 354 0.70
1002 964 0.70
868 864 0.70
808 691 0.70
947 922 0.69
833 434 0.69
948 657 0.69
804 548 0.69
256 225 0.69
1026 910 0.69
586 16 0.69
707 620 0.69
429 380 0.69
264 247 0.69
423 393 0.69
602 452 0.69
1005 978 0.68
198 133 0.68
714 572 0.68
715 698 0.68
577 379 0.68
540 348 0.68
608 539 0.68
749 618 0.68
990 932 0.68
548 525 0.67
445 56 0.67
51 50 0.66
66 60 0.66
584 578 0.66
657 15 0.66
255 245 0.66
435 126 0.66
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409 126 0.66
821 449 0.66
32 31 0.66
238 138 0.65
581 416 0.65
641 15 0.65
733 548 0.65
922 678 0.65
730 611 0.65
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190 189 0.65
834 484 0.65
779 678 0.65
57 42 0.64
522 16 0.64
101 99 0.64
969 910 0.64
283 269 0.64
1025 910 0.64
38 18 0.64
68 54 0.64
976 127 0.64
867 438 0.64
699 449 0.64
48 34 0.63
245 225 0.63
215 183 0.63
45 43 0.63
347 222 0.63
53 49 0.63
230 158 0.63
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432 55 0.63
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322 222 0.63
971 462 0.63
518 449 0.63
937 545 0.63
418 409 0.62
966 779 0.62
295 239 0.62
389 3 0.62
718 379 0.62
272 223 0.62
55 48 0.62
438 126 0.62
972 21 0.61
790 772 0.61
806 511 0.61
69 58 0.61
353 2 0.61
229 101 0.61
600 349 0.61
188 15 0.61
924 919 0.61
442 390 0.61
561 486 0.61
760 621 0.61
727 618 0.61
742 430 0.61
570 421 0.61
909 81 0.60
883 539 0.60
622 348 0.60
486 450 0.60
682 382 0.60
567 390 0.60
961 243 0.60
797 603 0.60
495 15 0.60
496 79 0.60
914 855 0.60
472 412 0.60
596 15 0.60
763 708 0.59
980 671 0.59
688 625 0.59
335 292 0.59
811 654 0.59
796 552 0.59
360 90 0.59
157 135 0.59
457 424 0.59
753 671 0.59
974 127 0.59
736 620 0.59
752 671 0.59
205 136 0.58
609 15 0.58
116 97 0.58
597 578 0.58
956 374 0.58
545 422 0.58
344 320 0.58
932 917 0.58
483 462 0.58
973 596 0.58
536 530 0.58
988 960 0.58
621 616 0.58
941 930 0.58
434 358 0.58
695 638 0.58
311 276 0.58
876 751 0.58
756 414 0.58
957 418 0.57
271 270 0.57
930 914 0.57
859 688 0.57
463 394 0.57
748 709 0.57
582 45 0.57
652 355 0.57
246 204 0.57
1008 716 0.57
628 544 0.57
679 671 0.57
917 596 0.56
351 1 0.56
405 393 0.56
473 414 0.56
508 229 0.56
165 157 0.56
431 414 0.56
490 384 0.56
421 15 0.56
835 544 0.56
598 596 0.56
885 349 0.56
546 7 0.56
603 523 0.56
872 735 0.56
872 746 0.56
43 18 0.56
997 712 0.56
675 596 0.56
451 46 0.56
795 678 0.56
500 15 0.56
559 15 0.55
148 135 0.55
427 202 0.55
984 924 0.55
155 31 0.55
611 505 0.55
180 175 0.55
910 729 0.55
354 15 0.55
200 177 0.55
39 37 0.55
298 239 0.55
303 299 0.55
173 129 0.55
759 590 0.55
949 943 0.55
281 15 0.55
638 609 0.55
968 437 0.55
305 193 0.54
805 782 0.54
315 15 0.54
944 446 0.54
35 18 0.54
647 284 0.54
710 695 0.54
996 984 0.54
891 853 0.54
899 523 0.54
625 15 0.54
184 153 0.54
964 678 0.54
926 80 0.54
629 15 0.54
1009 83 0.53
371 356 0.53
717 516 0.53
717 690 0.53
890 627 0.53
703 548 0.53
798 534 0.53
928 676 0.53
761 554 0.53
654 414 0.53
648 362 0.53
896 381 0.53
642 422 0.53
642 555 0.53
293 15 0.53
1018 325 0.53
950 86 0.53
207 162 0.53
569 15 0.53
916 79 0.53
696 18 0.53
307 276 0.53
711 41 0.53
615 15 0.53
329 276 0.52
539 391 0.52
827 656 0.52
998 675 0.52
853 458 0.52
853 459 0.52
897 855 0.52
882 536 0.52
151 15 0.52
466 211 0.52
1013 896 0.52
1007 604 0.52
544 473 0.52
461 17 0.52
119 83 0.52
612 19 0.52
194 137 0.52
395 12 0.52
174 135 0.52
951 947 0.52
672 493 0.52
203 154 0.51
578 381 0.51
232 187 0.51
574 506 0.51
223 15 0.51
769 760 0.51
469 52 0.51
137 31 0.51
912 735 0.51
912 746 0.51
178 172 0.51
262 15 0.51
895 880 0.51
331 320 0.51
817 333 0.51
531 501 0.50
659 15 0.50
369 16 0.50
557 15 0.50
955 924 0.50
447 15 0.50
618 560 0.50
884 590 0.50
Code
comparison_table %>%
  select("id1", "id2", "similarity", "common", "to_remove","to_remove_str","to_add", "to_add_str") %>%
  kbl(escape = FALSE, format = "html", align = "l") %>%
  kable_styling(full_width = FALSE, position = "center", bootstrap_options = c("striped", "hover", "condensed"))
id1 id2 similarity common to_remove to_remove_str to_add to_add_str
27 26 1.00 CCC(=O)NC(C)(Oc1cc(Cl)c(Cl)cc1Cl)C(=O)O
108 107 1.00 CCCCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
109 108 1.00 CCCCCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
110 109 1.00 CCCCCCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
111 110 1.00 CCCCCCCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
112 111 1.00 CCCCCCCCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
113 112 1.00 CCCCCCCCCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
114 113 1.00 CCCCCCCCCCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
115 114 1.00 CCCCCCCCCCCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
410 99 1.00 NC(=O)c1ccccc1
459 458 1.00 CN(C)CCC(c1ccc(Cl)cc1)c1ccccn1
555 422 1.00 CC(C)(C)C1(O)CCN2CC3c4ccccc4CCc4cccc(c43)C2C1
645 348 1.00 CC(N)(Cc1ccc(O)cc1)C(=O)O
690 516 1.00 CC(C)NCC(O)COc1cccc2[nH]ccc12
719 710 1.00 C=CC1CN2CCC1CC2C(O)c1ccnc2ccc(OC)cc12
746 735 1.00 CC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(=O)O
750 727 1.00 CCN1CCCC1CNC(=O)c1cc(S(N)(=O)=O)ccc1OC
799 753 1.00 COC(=O)C1C(O)CCC2CN3CCc4c([nH]c5ccccc45)C3CC21
826 552 1.00 CN(C(=O)Cc1ccc(Cl)c(Cl)c1)C1CCCCC1N1CCCC1
843 367 1.00 C[N+]1(C)C2CCC1CC(OC(=O)C(CO)c1ccccc1)C2
940 930 1.00 CC(=O)OC1CCC2(C)C(CC(O)C3(C)C2CCC2(C)C(c4ccoc4)OC(=O)C4OC423)C1(C)C CC=O 33:O 34:C 1 CC(=O)O 6:C 35:O 1
900 836 0.99 Clc1ccc2c(c1)C(N1CCNCC1)=Nc1ccccc1O2 C 1:N 0:C 1
502 488 0.99 CNc1ncnc2c1ncn2C1OC(CO)C(O)C1O CCCCC 3:C 2:C 1.3:C 4:C 1 CCCC 3:C 2:C 1.3:C 4:C 1
1020 1010 0.99 CC(C)=CCCC1(C)C=Cc2c(O)c3c(c(CC=C(C)C)c2O1)OC12C(=CC4CC1C(C)(C)OC2(CC=C(C)C(=O)O)C4=O)C3=O C.C 44:O 45:C 1.37:O 38:C 1
983 965 0.99 CC1(C)C(O)CC(O)C2(C)C1CC(=O)C1(C)C2CCC2(C)C(c3ccoc3)OC(=O)C3OC321 CC=O.CC=O 3:O 1:C 1.35:O 36:C 1
666 657 0.99 CN1CCC23c4c5ccc(O)c4OC2C(=O)CCC3(O)C1C5 C1CC1 3:C 2:C 1 C=C 2:C 1:C 1
107 106 0.99 CCCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
887 521 0.99 CNCCCN1c2ccccc2CCc2ccccc21 C 1:N 2:C 1
106 105 0.99 CCCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
623 543 0.99 CC1(C2CCCC2)Cc2cc(OCC(=O)O)c(Cl)c(Cl)c2C1=O CCC 3:C 2:C 1
936 598 0.99 CN1CCc2cc3c(cc2C1C1OC(=O)c2ccccc21)OCO3 OCO 15:C 23:O 1.16:C 21:O 1 CO.CO 15:C 23:O 1.16:C 21:O 1
869 541 0.98 CCCN1CCc2cccc3c2C1Cc1ccc(O)c(O)c1-3 O 8:C 22:O 1
535 384 0.98 CN1CCc2cccc3c2C1Cc1ccc(O)c(O)c1-3 O 6:C 20:O 1
550 454 0.98 NC(=O)C1OC(n2cnc3c(N)ncnc32)C(O)C1O CC 2:N 1:C 1 C1CC1 3:N 2:C 1
721 677 0.98 CN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc32)CC1 CO 16:C 17:C 1
838 367 0.97 O=C(OC1CCCCCC1)C(CO)c1ccccc1 CN 2:C 1:N 1.5:C 1:N 1 C[N+]C 3:C 1:N 1.6:C 1:N 1
541 535 0.97 CN1CCc2cc(O)cc3c2C1Cc1ccc(O)c(O)c1-3 CC 2:C 1:C 1
981 940 0.97 CC(=O)OC1CC2C(C)(C)CCCC2(C)C2CCC3(C)C(c4ccoc4)OC(=O)C4OC43C12C O 10:C 11:O 2 CC(=O)O 4:C 3:O 1
105 104 0.97 CCCCCNC(=O)c1ccccc1 C 1:C 0:C 1
1021 981 0.97 CC1(C)C(=O)CCC2(C)C1CC(O)C1(C)C2CCC2(C)C(c3ccoc3)OC(=O)C3OC321 O 27:C 31:O 1.28:C 31:O 1 CC=O 3:O 1:C 1
588 371 0.97 Nc1nc2c(ncn2COCCO)c(=O)[nH]1 CO 1:C 2:C 1
62 60 0.96 CC(NC(=O)Cc1c[nH]c2ccccc12)C(=O)O O 12:C 13:O 1
837 693 0.96 OCC1OC(n2cnc3c(NCCc4ccccc4)ncnc32)C(O)C1O N 2:C 27:N 1 C 1:C 0:C 1
1011 931 0.96 CC1CCC2(OC1)OC1CC3C4CCC5CC(O)CCC5(C)C4CC(=O)C3(C)C1C2C CC=O 27:O 28:C 1
979 977 0.96 COc1ccc(-c2oc3cc(OC)c(OC)c(OC)c3c(=O)c2OC)cc1 CO 7:C 8:O 1
1000 914 0.96 CC1(C)C(=O)C=CC2(C)C1=C(O)C(=O)C1(C)C2CCC2(C)C(c3ccoc3)CC3OC321 CC(=O)O 4:C 3:O 1
987 858 0.96 O=c1c(-c2ccc(O)cc2)coc2cc(O)ccc12 C 1:O 0:C 1
383 355 0.96 CCCCNS(=O)(=O)c1cccc2c(Cl)cccc12 CCN 0:C 19:C 1 N 18:C 19:N 1
848 776 0.95 Oc1cc2c(c(Cl)c1O)CCNCC2c1ccccc1 C=CC 3:N 2:C 1
813 768 0.95 CCCN1c2ccccc2Sc2ccc(C(F)(F)F)cc21 CN1CCNCC1 5:C 4:N 1 CNC 3:C 1:N 1
862 384 0.95 CN1CCc2cccc3c2C1Cc1ccc(O)c(O)c1-3 C 16:O 17:C 1
104 103 0.95 CCCCNC(=O)c1ccccc1 C 1:C 0:C 1
626 620 0.95 CC(=O)Nc1c(C)cccc1C CC[N+](CC)CC 7:C 2:N 1 CCNCC 5:C 2:N 1
131 130 0.95 COP(=S)(OC)SCn1nnc2ccccc2c1=O C.C 1:C 0:C 1.6:C 7:C 1
504 488 0.94 OCC1OC(n2cnc3c(NC4CCCC4)ncnc32)C(O)C1O Cl 10:C 11:Cl 1
1010 920 0.94 CC(C)=CCCC1(C)C=Cc2c(O)c3c(c(CC=C(C)C)c2O1)OC12C(=CC4CC1C(C)(C)OC2(CC=C(C)C(=O)O)C4)C3=O O 31:C 32:O 2 O 31:C 32:O 1
1001 998 0.94 Oc1ccc2c(c1)OCC1(O)Cc3cc(O)c(O)cc3C21 O 3:C 20:O 1
660 354 0.94 O=[N+]([O-])c1ccc(CSc2ncnc3c2ncn3C2OC(CO)C(O)C2O)cc1 N 12:C 13:N 1
773 521 0.94 CNCCCN1c2ccccc2CCc2ccccc21 C.C 3:N 5:C 1.1:C 0:C 1
103 102 0.94 CCCNC(=O)c1ccccc1 C 1:C 0:C 1
784 435 0.94 CC12C=CC(=O)C=C1CCC1C3CCC(O)(C(=O)CO)C3(C)CC(O)C12F O 13:C 27:O 1 C 1:C 0:C 1
945 923 0.94 CC1CCC2(OC1)OC1CC3C4CCC5CC(O)CCC5(C)C4CCC3(C)C1C2C CC=O 26:O 27:C 1
982 965 0.94 CC C.CC1(C=CC=O)CCC(=O)C2(C)C1CCC1(C)C(c3ccoc3)OC(=O)C3OC312 1:C 2:C 1.1:C 3:C 1.1:C 30:C 1 C.CC1(C(O)CCO)CCC(=O)C2(C)C1CCC1(C)C(c3ccoc3)OC(=O)C3OC312 1:C 2:C 1.1:C 3:C 1.1:C 30:C 1
78 74 0.94 O=C(O)Cc1c[nH]c2c(Cl)cccc12 Cl 7:C 11:Cl 1
776 739 0.93 Oc1cc2c(c(Cl)c1O)CCNCC2c1ccccc1 C.C 1:C 0:C 1.9:N 10:C 1
919 379 0.93 O=c1cc(-c2ccc(O)cc2)oc2cc(O)cc(O)c12 C.C 19:O 20:C 1.1:O 0:C 1
479 394 0.93 Nc1ncnc2c1ncn2C1OC(CO)C(O)C1O Cl 12:C 13:Cl 1
879 359 0.93 c1ccc(C2CN3CCSC3=N2)cc1 Br 2:C 14:Br 1
677 449 0.93 CCCN1c2ccccc2Sc2ccc(Cl)cc21 OCCN1CCNCC1 9:C 10:N 1 CNC 3:C 1:N 1
965 930 0.93 CC1(C)C(O)CC(O)C2(C)C1CCC1(C)C2CCC2(C)C(c3ccoc3)OC(=O)C3OC321 O 5:C 6:O 2 CC=O.O.CC=O 27:C 33:O 1.3:O 1:C 1.35:O 36:C 1
989 379 0.93 O=c1cc(-c2ccccc2)oc2cccc(O)c12 O.O 2:C 19:O 1.13:C 17:O 1
870 767 0.92 Oc1cc2c(cc1O)C(c1ccccc1)CNCC2 C=CC 3:N 2:C 1
86 84 0.92 O=C(O)c1ccc(O)c(O)c1 O 5:C 6:O 1
839 633 0.92 CC(=O)NCCc1c[nH]c2ccc(O)cc12 C 15:O 16:C 1
309 219 0.92 CNC(=O)Oc1ccc(N(C)C)c(C)c1 C 5:C 6:C 1
511 424 0.92 CN1C2CCC1CC(OC(c1ccccc1)c1ccccc1)C2 Cl 20:C 23:Cl 1
460 368 0.92 Clc1cccc(Cl)c1NC1=NCCN1 N 9:C 13:N 1
933 379 0.92 O=c1cc(-c2ccc(O)cc2)oc2cc(O)cc(O)c12 O.O 5:C 6:O 1.3:C 8:O 1
953 635 0.91 NCCc1c[nH]c2ccc(O)cc12 C 1:O 0:C 1
662 598 0.91 COc1ccc2c(c1OC)C(=O)OC2C1c2cc3c(cc2CCN1C)OCO3 CO 8:C 25:O 1
962 922 0.91 CC1(C)C=Cc2c(ccc3c(=O)c(-c4ccc(O)c(O)c4)coc23)O1 CC=C(C)C.O 4:C 3:C 1.5:C 29:O 1 CCC(C)(C)O 7:C 8:C 1.14:C 13:O 1
927 862 0.91 COc1ccc2c(c1O)-c1cccc3c1C(C2)N(C)CC3 CO.CO 7:C 21:O 1.6:C 23:O 1
175 174 0.91 CC1CCC(Cc2ccc(Cl)cc2)C1(O)Cn1cncn1 C 1:C 2:C 1 C.C 1:C 0:C 1.1:C 2:C 1
860 680 0.91 CCCn1c(=O)c2c(ncn2C)n(C)c1=O CC 2:C 1:C 1 CC(C)=O 4:C 3:C 1
635 633 0.91 COc1ccc2[nH]cc(CCN)c2c1 CC=O 3:N 1:C 1
356 3 0.91 Cn1c(=O)c2[nH]cnc2n(C)c1=O C 1:N 0:C 1
678 671 0.91 c1ccc(C2CCc3c(oc4ccccc34)C2)cc1 CCN(CC)CC1CC1.O.O.O 8:C 9:C 1.8:C 30:O 1.17:C 18:C 1.25:C 28:O 1.15:C 28:O 1.14:C 29:O 1.11:C 10:C 1 CCN(CC)CC1CC1.[nH3].O.O 14:C 29:O 1.11:C 10:C 1.17:C 18:C 1.8:C 9:C 1.8:C 30:O 1.26:C 27:N 12.3:C 27:N 12
977 958 0.91 COc1cc(OC)c2c(=O)c(OC)c(-c3ccccc3)oc2c1 CO.CO 16:C 20:O 1.2:C 1:O 1
23 22 0.91 CC(C)C(NC(=O)COc1ccc(Cl)cc1Cl)C(=O)O C 1:C 0:C 1
723 446 0.90 CC12CCC(=O)C=C1CCC1C2CCC2(C)C1CCC2(O)C(=O)CO O 22:C 23:O 2
693 488 0.90 Nc1ncnc2c1ncn2C1OC(CO)C(O)C1O CCCc1ccccc1 9:N 1:C 1 C1CCCC1 5:N 3:C 1
316 250 0.90 CCNc1nc(NC(C)C)nc(OC)n1 C 1:C 0:C 1 C 8:C 10:C 1
102 101 0.90 CCNC(=O)c1ccccc1 C 1:C 0:C 1
580 494 0.90 C(=Cc1ccccc1)CN1CCN(C(c2ccccc2)c2ccccc2)CC1 F.F 19:C 22:F 1.26:C 29:F 1
880 445 0.89 COc1ccc2c(c1)c(CC(=O)O)c(C)n2Cc1ccc(Cl)cc1 O 14:C 15:O 2
523 506 0.89 CN1CCC2CC1Cc1ccc(O)cc12 C.C.C1CC1 1:C 0:C 1.10:C 11:C 1.15:C 16:C 1 CCCC.C 9:C 8:C 1.4:C 5:C 1.18:O 19:C 1
905 552 0.89 CN(C(=O)Cc1ccc(Cl)c(Cl)c1)C1CCCCC1N1CCCC1 O=C(O)C(O)C(O)C(=O)O
905 826 0.89 CN(C(=O)Cc1ccc(Cl)c(Cl)c1)C1CCCCC1N1CCCC1 O=C(O)C(O)C(O)C(=O)O
81 79 0.89 C=C1CC23CC1CCC2C12CCCC(C)(C(=O)O1)C2C3C(=O)O O 12:C 23:O 1
841 840 0.89 CCN(C)c1nc(N)c(C(=O)N=C(N)N)nc1Cl C.C 1:C 0:C 1.1:C 2:C 1 C.C 3:C 4:C 1.3:C 5:C 1
1019 978 0.89 COc1ccc(-c2cc(=O)c3c(OC)c(OC)c(OC)cc3o2)cc1OC CO 18:C 21:O 1
63 61 0.89 CCC(NC(=O)CC1=CN=C2[CH]C=CC=C12)C(=O)O O 1:C 19:O 1 CS 2:C 1:S 1
462 446 0.89 CC12CCC(=O)C=C1CCC1C2C(=O)CC2(C)C1CCC2(O)C(=O)CO CC=O 3:O 1:C 1
809 796 0.89 CN(C(=O)Cc1ccccc1)C1CCC2(CCCO2)CC1N1CCCC1 Cl.Cl 23:C 27:Cl 1.24:C 26:Cl 1
454 403 0.89 NC(=O)C1OC(n2cnc3c(N)ncnc32)C(O)C1O C1CC1 3:N 2:C 1 C.Cc1ccc(N)cc1 1:N 0:C 1.13:N 14:C 1
1015 705 0.89 O=c1c(O)c(-c2ccc(O)cc2)oc2cc(O)cc(O)c12 O 3:C 7:O 1 O 3:C 20:O 1
124 122 0.89 CCCC[N+](CCCC)(CCCC)CCCC C.C.C.C 1:C 0:C 1.9:C 10:C 1.14:C 15:C 1.19:C 20:C 1
488 394 0.88 Nc1ncnc2c1ncn2C1OC(CO)C(O)C1O C1CCCC1 5:N 3:C 1
258 220 0.88 CCCN(CC)SN(C)C(=O)Oc1cccc2c1OC(C)(C)C2 C.CC 1:C 0:C 1.6:C 7:C 1 CCO.O.C 3:C 2:O 1.3:C 4:O 2.8:C 10:C 1
970 315 0.88 CC C.C=Cc1c(O)ccc2c1OC1COc3cc(OC)c(OC)cc3C1C2=O 1:C 2:C 1.1:C 3:C 1.1:C 28:O 1 C.C.COc1cc2c(cc1OC)C1C(=O)c3ccc(O)c(C)c3OC1CO2 1:C 0:C 2.1:C 2:C 1.3:C 4:C 1.3:C 28:O 1
273 183 0.88 CC(C)(C)C(O)C(Oc1ccccc1)n1cncn1 Cl 15:C 18:Cl 1 c1ccccc1 15:C 18:C 1
72 69 0.88 O=C(O)Cc1c[nH]c2cccc(Cl)c12 Cl 12:C 13:Cl 1 Cl 2:C 14:Cl 1
633 601 0.88 COc1ccc2[nH]cc(CCNC(C)=O)c2c1 O 11:C 17:O 1
73 72 0.88 O=C(O)Cc1c[nH]c2cccc(Cl)c12 Cl 6:C 11:Cl 1 Cl 12:C 13:Cl 1
740 576 0.88 O=C1NCN(c2ccccc2)C12CCN(CCCCc1ccc(F)cc1)CC2 O 18:C 19:O 2 Fc1ccccc1 18:C 26:C 1
181 164 0.88 CC(C)(C)C(O)C(=Cc1ccc(Cl)cc1)n1cncn1 Cl 12:C 13:Cl 1
903 423 0.88 COCCc1ccc(OCC(O)CNC(C)C)cc1 C1CC1 17:C 18:C 1
832 377 0.87 NCCc1c[nH]c2ccccc12 CC=O 3:N 1:C 1
65 64 0.87 CCC(NC(=O)Cc1c[nH]c2ccccc12)C(=O)O ccc(O)cc 13:C 14:C 12.13:C 18:C 12 c[nH]c1ccccc1 6:C 4:C 12.6:C 25:C 12
71 58 0.87 OCCc1c[nH]c2ccccc12 O 8:C 9:O 2
498 454 0.87 NC(=O)C1OC(n2cnc3c(N)ncnc32)C(O)C1O CC.NCCc1ccc(CCC(=O)O)cc1 2:N 1:C 1.16:C 17:N 1 C1CC1 3:N 2:C 1
840 358 0.87 CN(C)c1nc(N)c(C(=O)N=C(N)N)nc1Cl C.C.C 1:C 0:C 1.3:C 4:C 1.3:C 5:C 1
76 74 0.87 O=C(O)Cc1c[nH]c2c(Cl)cccc12 Cl 2:C 14:Cl 1 Cl 7:C 11:Cl 1
865 680 0.87 CCn1c(=O)c2c(ncn2C)n(C)c1=O C 1:C 0:C 3 CCC(C)=O 5:C 4:C 1
446 126 0.87 CC1CCCC2C1C(=O)CC1(C)C2CCC1(O)C(=O)CO CCC(C)=O 1:C 2:C 1.7:C 6:C 2 C=CC(C)=O 1:C 2:C 1.7:C 6:C 2
455 447 0.87 NC(C(=O)NC1C(=O)N2C(C(=O)O)=CCSC12)c1ccccc1 Cl 15:C 19:Cl 1 C 1:C 0:C 1
491 472 0.87 NC(Cc1ccc(Cl)cc1)C(=O)O C 1:O 0:C 1
394 387 0.87 Nc1ncnc2c1ncn2C1OCCC1O CO.O 1:C 0:C 1.2:C 17:O 1 COP(=O)(O)O 1:C 0:C 1.2:C 17:O 1
668 540 0.86 NC(Cc1ccc(O)c(O)c1)C(=O)O C 1:C 0:C 1
402 399 0.86 Cn1c(=O)c2[nH]c(-c3ccc(S(=O)(=O)O)cc3)nc2n(C)c1=O CC.CC 2:C 1:C 1.9:C 10:C 1
236 144 0.86 COP(N)(=S)Oc1ccccc1C(=O)OC(C)C CCC 3:N 1:C 1
568 463 0.86 Err:Nc1ncnc2ncnc12 CCCCCCCC(C)O 10:N 6:C 1 C1CCCC1 5:N 3:C 1
858 577 0.86 O=c1c(-c2ccc(O)cc2)coc2cc(O)ccc12 O 13:C 17:O 1
929 858 0.86 O=c1c(-c2ccccc2)coc2ccccc12 O.O 2:C 18:O 1.11:C 17:O 1
767 765 0.86 CN1CCc2cc(O)c(O)cc2C(c2ccccc2)C1 C=C 2:C 1:C 1 C.C 20:O 21:C 1.18:O 19:C 1
458 443 0.86 CN(C)CCC(c1ccccc1)c1ccccn1 Cl 9:C 12:Cl 1 Br 9:C 12:Br 1
855 641 0.86 NC(=O)C1=C(O)CC2CC3Cc4cccc(O)c4C(=O)C3=C(O)C2(O)C1=O C.CNC.O 1:C 0:C 1.26:C 28:O 1.14:C 23:N 1 CCC.CNC 9:C 30:N 1.3:C 1:C 1
631 348 0.85 CC(N)(Cc1ccc(O)cc1)C(=O)O C 12:O 13:C 1
939 934 0.85 Cc1cc(O)c(C)c(O)c1C(=O)Oc1cc(C)c(C(=O)O)c(O)c1C O.C 23:O 24:C 1.5:C 6:O 2 C.C 23:O 24:C 1.25:O 26:C 1
617 460 0.85 Clc1cccc(Cl)c1NC1=NCCN1 I 9:C 13:I 1
532 3 0.85 Cn1c(=O)[nH]c2ncn(C)c2c1=O C 12:N 13:C 1
801 562 0.85 CC(C)(C)c1ccc(C(O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1 O.O 34:C 35:O 2.34:C 36:O 1
829 825 0.85 COc1ccccc1N1CCN(CCCNc2cc(=O)n(C)c(=O)n2C)CC1 C 1:C 0:C 1
70 48 0.85 O=C(O)CCc1c[nH]c2ccccc12 O 8:C 9:O 2
176 129 0.85 Clc1ccc(C2(Cn3cncn3)OCCO2)c(Cl)c1 CCC 3:C 2:C 1
1023 1005 0.85 COc1c(OC2OC(CO)C(O)C(O)C2O)cc2occc(=O)c2c1O COc1cccc(O)c1OC 11:C 4:C 1 CC1OCC(O)C(O)C1O.COc1ccccc1 21:C 22:C 1.6:O 5:C 1
263 258 0.84 CN(C)SN(C)C(=O)Oc1cccc2c1OC(C)(C)C2 CCCCO.O 5:C 4:O 1.5:C 6:O 2 CCC.CCC 3:C 2:C 1.5:C 6:C 1
213 184 0.84 CCC(=NOCC=CCl)C1=C(O)CCCC1=O C1CCOCC1 12:C 16:C 1 CCSC(C)C 12:C 13:C 1
674 493 0.84 CCOC(=O)Cc1ccccc1 CCCCC.C1COCCN1 6:C 7:C 1.6:C 11:C 1.16:C 17:N 1 CCN(CC)CCO.CCCC 13:C 14:C 1.13:C 17:C 1.8:C 7:O 1
952 676 0.84 CC12CCCC1C1CCC3CC(O)CCC3(C)C1CC2 O 13:C 14:O 2 CC=O.O 18:C 19:O 2.3:C 1:C 1
24 22 0.84 CC(NC(=O)COc1ccc(Cl)cc1Cl)C(=O)O C.C 1:C 0:C 1.1:C 2:C 1
77 58 0.84 O=C(O)Cc1c[nH]c2ccccc12 Cl 12:C 13:Cl 1
484 448 0.84 C1=Cc2ccccc2Cc2ccccc21 CCCN(C)C 6:C 5:C 2 CN1CCCCC1 5:C 4:C 2
978 977 0.83 COc1ccc(-c2cc(=O)c3c(OC)c(OC)c(OC)cc3o2)cc1 CO 7:C 8:O 1 CO 9:C 25:O 1
842 400 0.83 COC(=O)C1=CCCN(C)C1 C#C 2:C 1:C 1
786 70 0.83 O=C(O)CCc1c[nH]c2ccccc12 N 8:C 12:N 1
30 28 0.83 CCC(NC(=O)COc1cc(Cl)c(Cl)cc1Cl)C(=O)O O 1:C 20:O 1 CS 2:C 1:S 1
653 635 0.83 NCCc1c[nH]c2ccc(O)cc12 C 1:C 0:C 1 C 1:O 0:C 1
993 990 0.83 Cc1cc(=O)c2c(O)cccc2o1 CC=C(C)CO 4:C 3:C 1.5:C 17:O 1 CC=C(C)C.O 4:C 3:C 1.5:C 17:O 1
399 389 0.83 Cn1c(=O)c2nc(-c3ccc(S(=O)(=O)O)cc3)[nH]c2n(C)c1=O C=C.C 2:C 1:C 1.20:N 21:C 1
521 487 0.83 CNCCCN1c2ccccc2CCc2ccccc21 C.Cl 1:N 2:C 1.18:C 21:Cl 1
594 446 0.83 CC12CCC(=O)C=C1CCC1C2CCC2(C)C1CCC2(O)C(=O)CO O 22:C 24:O 1 O 22:C 23:O 2
377 34 0.82 CCc1c[nH]c2ccccc12 N 8:C 9:N 1 N 8:C 9:N 3
1022 921 0.82 COc1ccc(-c2coc3cc(O)c(OC)cc3c2=O)cc1 CO.O.O 6:C 10:O 1.2:C 1:O 1.18:C 22:O 1 O 16:C 17:O 1
74 69 0.82 O=C(O)Cc1c[nH]c2c(Cl)cccc12 Cl 7:C 11:Cl 1 Cl 12:C 13:Cl 1
931 923 0.82 CC(=O)OC1CCC2(C)C(CCC3C2CCC2(C)C3CC3OC4(CCC(C)CO4)C(C)C32)C1 O 23:C 24:O 2
1017 438 0.82 CC(=O)C1CCC2C3CCC4=CC(=O)CCC4(C)C3C(O)CC12C CC=O 23:O 24:C 1 O 17:C 18:O 1
58 55 0.82 O=C(O)Cc1c[nH]c2ccccc12 O 5:C 6:O 1
475 468 0.82 CC(=O)NC1C(=O)N2C(C(=O)O)=C(C)CSC12 C1=CCC=CC1.N 16:C 17:C 1.16:C 23:N 1 CC(=O)O.CCC(N)C(=O)O 4:C 3:O 1.20:C 21:C 1
169 148 0.82 CCC(C#N)(Cn1cncn1)c1ccccc1 Clc1ccccc1 8:C 9:C 1 CC.Cl 2:C 1:C 1.16:C 19:Cl 1
708 603 0.82 CCCN(CC)C1CCc2c(O)cccc2C1 c1ccccc1 5:C 6:C 1 C 5:C 6:C 1
185 176 0.82 CC1COC(Cn2cncn2)(c2ccccc2Cl)O1 Oc1ccc(Cl)cc1 14:C 18:O 1 CC.Cl 2:C 1:C 1.16:C 20:Cl 1
680 605 0.81 Err:Cn1c(=O)c2ncnc2n(C)c1=O CCCC(C)=O.C 6:C 5:C 1.14:N 15:C 1 CCC 3:C 1:C 1
29 28 0.81 CCC(NC(=O)COc1cc(Cl)c(Cl)cc1Cl)C(=O)O O.O 14:C 15:O 2.14:C 16:O 1 CS 2:C 1:S 1
958 705 0.81 O=c1c(O)c(-c2ccccc2)oc2cc(O)cc(O)c12 C.C.C 21:O 22:C 1.1:O 0:C 1.19:O 20:C 1 O.O 2:C 21:O 1.3:C 20:O 1
37 36 0.81 COc1cccc2[nH]ccc12 C.O 1:C 0:C 1.1:C 2:O 2
894 760 0.81 CC(C)NCC(O)c1cccc(O)c1 O 9:C 13:O 1 C.O 1:C 3:C 1.9:C 14:O 1
284 248 0.81 COC(=O)Nc1cccc(OC(=O)Nc2ccccc2)c1 C 1:C 0:C 1 C 1:C 0:C 1
468 447 0.80 CC(=O)NC1C(=O)N2C(C(=O)O)=C(C)CSC12 CC(=O)O.CCC(N)C(=O)O 4:C 3:O 1.20:C 21:C 1 c1ccccc1.N 16:C 17:C 1.16:C 23:N 1
67 66 0.80 CC(NC(=O)CCCc1c[nH]c2ccccc12)C(=O)O c1ccccc1 6:C 3:C 1
270 151 0.80 CCCC(=O)OC1=C(c2ccccc2)C(=O)OC1 C.C.C.CCCC.C.C 1:C 0:C 1.3:C 4:C 1.6:C 7:C 1.11:C 12:C 1.11:C 15:C 1.23:C 25:C 1.23:C 26:C 1 C.C.Cl.Cl.CCCCC 13:C 17:Cl 1.15:C 16:Cl 1.21:C 22:C 1.21:C 26:C 1.2:C 3:C 1.2:C 4:C 1
280 258 0.80 CNC(=O)Oc1cccc2c1OC(C)(C)C2 CCCCN(S)CCCC 10:N 9:S 1
702 351 0.80 CCN(CC)CCNC(=O)c1ccc(N)cc1 CC=O 16:N 17:C 1
671 657 0.80 CN1CCC23c4c5ccc(O)c4OC2C=CCC3(O)C1C5 [nH]c1ccccc1.C1CC1 21:C 22:C 1.26:C 27:N 12.6:C 4:C 12 C=C.O 2:C 1:C 1.15:C 16:O 2
26 25 0.80 CCC(=O)NC(C)(Oc1cc(Cl)c(Cl)cc1Cl)C(=O)O C.O 6:C 7:C 1.6:C 8:O 1
90 84 0.79 O=C(O)c1ccc(O)c(O)c1 C 1:O 0:C 1
744 367 0.79 O=C(OC1CCCCCC1)C(CO)c1ccccc1 CN.O 2:C 1:N 1.8:C 9:O 1.7:C 9:O 1.6:C 1:N 1 C[N+]C 3:C 1:N 1.6:C 1:N 1
424 396 0.79 CN1C2CCC1CC(OC(c1ccccc1)c1ccccc1)C2 N 22:C 23:N 1
605 356 0.79 Cn1c(=O)c2[nH]cnc2n(C)c1=O CCC 3:C 1:C 1
357 16 0.79 Cc1cn(C2CCC(CO)O2)c(=O)[nH]c1=O [N-]=[N+]=N 6:C 11:N 1 O 6:C 11:O 1
1006 987 0.79 COc1ccc(-c2coc3cc(O)ccc3c2=O)cc1 O.O 18:C 21:O 1.19:C 20:O 1
177 175 0.79 Cc1ccc(Cl)cc1 CC(C)(C)C(C)(O)Cn1cncn1 6:C 5:C 1 CC1(C)CCCC1(O)Cn1cncn1 6:C 5:C 1
80 79 0.79 C=C1CC23CC1CCC2C1OC(=O)C(C)C1C3C(=O)O C=CCO 9:C 10:C 1.13:C 12:C 1 CCCO 9:C 10:C 1.13:C 12:C 1
650 644 0.79 COC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1c1ccccc1 O=[NH+][O-] 9:C 10:N 1 O=[NH+][O-].CN(C)Cc1ccccc1 8:C 10:N 1.20:C 21:C 1
97 96 0.79 CNC(C)=O C 1:C 0:C 1
705 379 0.78 O=c1cc(-c2ccc(O)cc2)oc2cc(O)cc(O)c12 O.O 3:C 20:O 1.7:C 19:O 1
64 60 0.78 CC(NC(=O)Cc1c[nH]c2ccccc12)C(=O)O c1ccc2[nH]ccc2c1 7:C 6:C 1
44 37 0.78 c1ccc2[nH]ccc2c1 CO 2:C 1:O 1 CO 2:C 1:O 1
986 919 0.78 COc1ccc(-c2cc(=O)c3ccccc3o2)cc1 CO 14:C 19:O 1 CO.O 15:C 19:O 1.13:C 21:O 1
403 394 0.78 CC1OC(n2cnc3c(N)ncnc32)C(O)C1O CN.O.Cc1ccc(N)cc1 2:C 1:N 1.2:C 3:O 2.13:N 14:C 1 O 0:C 18:O 1
342 292 0.77 CC(C)(C)N(NC(=O)c1ccccc1)C(=O)c1ccccc1 CC.C.C 16:C 17:C 1.19:C 20:C 1.2:C 1:C 1 Cl 19:C 22:Cl 1
193 155 0.77 COC(=O)C(C)N(C(C)=O)c1c(C)cccc1C CO 17:C 18:O 1 c1ccccc1 17:C 18:C 1
902 695 0.77 Err:CC1CC2C(Cc3cnc4cccc2c34)N(C)C1 C.NC(=O)OCc1ccccc1 16:N 17:C 1.18:C 19:N 1 CC.CS 2:C 1:C 1.19:C 20:S 1
772 442 0.77 CCCNC(=O)NS(=O)(=O)c1ccccc1 C.C 1:C 0:C 1.14:C 15:C 1 Cl 13:C 16:Cl 1
886 569 0.77 CCOC(=O)c1ncn2c1CNC(=O)c1ccccc1-2 CCC.CO 7:C 8:C 1.11:N 10:C 1.16:C 23:O 1 C.F 8:N 9:C 1.14:C 21:F 1
56 55 0.76 O=C(O)Cc1c[nH]c2ccc(O)cc12 C.C 14:O 15:C 1.1:C 0:C 1
823 671 0.76 Err:C1CCN2CCc3ccnc3C2C1 CC.cccc.C=CC(=O)OCC 2:C 1:C 1.2:C 18:C 1.10:C 11:C 12.15:C 14:C 12.16:N 17:C 1 cccc.Cc1ccc(O)c(O)c1.CC1CC1.O 8:C 30:O 1.9:C 10:C 1.20:N 21:C 1.17:C 16:C 1.25:C 28:O 1.3:C 2:C 12.4:C 5:C 12
985 941 0.76 CC1(C)C(=O)C2CC3=C(CCC4(C)C3=CC(=O)OC4c3ccoc3)C(C)(C2=O)C1CC(=O)O C 7:O 8:C 1 O 26:C 33:O 1
850 544 0.76 O=Cc1ccccc1 C1CCNCC1.OCCO 6:C 3:N 1.11:C 17:O 1.12:C 14:O 1 CCNCC.CO.O 5:C 2:N 1.10:C 15:O 1.11:C 13:O 1
52 50 0.76 O=Cc1c[nH]c2ccccc12 O 9:C 11:O 1
704 434 0.76 N=C(N)NC(=O)c1nc(Cl)c(N)nc1N c1ccccc1 6:N 3:C 1 Cc1ccccc1 7:N 6:C 1
54 36 0.76 c1ccc2[nH]ccc2c1 CC(=O)O 4:C 3:O 1 CC(=O)O 4:C 3:O 1
768 699 0.76 Cc1ccc2c(c1)N(CCCN(C)C)c1ccccc1S2 F.F.F 20:C 21:F 1.20:C 22:F 1.20:C 23:F 1 CC.O 2:C 1:C 1.2:C 3:O 2
873 652 0.75 O=[SH](=O)c1cccc2cnccc12 CC1CNCCN1 7:S 6:N 1 CNCCN 5:S 4:N 1
999 922 0.75 O=c1c(-c2ccccc2)coc2ccccc12 C=CC(C)(C)O.CC(O)C(C)(C)O.CO 15:C 26:O 1.16:C 21:C 1.6:C 31:O 1.5:C 4:C 1.28:C 29:O 1 C=CC(C)(C)O.CCC(C)(C)O.O.O 5:C 4:C 1.6:C 30:O 1.7:C 8:C 1.14:C 13:O 1.25:C 29:O 1.26:C 28:O 1
196 137 0.75 COCCN(C(=O)CCl)c1c(C)cccc1C C.C 1:C 0:C 1.10:C 11:C 1
28 22 0.75 CCC(NC(=O)COc1ccc(Cl)cc1Cl)C(=O)O CS.Cl 2:C 1:S 1.15:C 21:Cl 1 C 1:C 2:C 1
816 590 0.75 O=C(CCCN1CCC(O)(c2ccccc2)CC1)c1ccc(F)cc1 FC(F)F 4:C 6:C 1 Cl 21:C 24:Cl 1
326 239 0.75 CNC(=O)Nc1ccc(Cl)c(Cl)c1 C 1:N 2:C 1 CO 1:N 13:O 1
739 542 0.75 CN1CCc2ccc(O)cc2C(c2ccccc2)C1 C.Cl.O 1:C 0:C 1.17:C 20:O 1.18:C 19:Cl 1 Cl 6:C 19:Cl 1
644 570 0.75 CCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1c1ccccc1 O=[NH+][O-].CNCc1ccccc1 21:C 22:N 1.8:C 10:N 1 Cl.Cl 16:C 19:Cl 1.17:C 18:Cl 1
5 4 0.75 COC(=O)CC(=O)OC C.C 1:C 0:C 1.9:C 10:C 1
1012 897 0.75 O=C1C=Cc2ccccc2C1=O CCCO.CCCC(C)C 5:C 1:C 1.4:C 3:O 1.18:C 15:C 1.11:C 12:C 1 CCC(C)(C)O 5:C 4:C 1.6:C 17:O 1
87 17 0.74 O=C(O)C=Cc1ccccc1 O 2:C 11:O 1
991 990 0.74 Cc1cc(=O)c2c(O)cc(O)cc2o1 CC=C(C)C.C 4:C 3:C 1.17:O 18:C 1 CC=C(C)C 4:C 3:C 1
533 356 0.74 Cn1c(=O)c2[nH]cnc2n(C)c1=O C1CCCC1 11:C 12:C 1
40 39 0.74 COc1ccc2[nH]ccc2c1 c1ccccc1 6:C 3:C 1
467 447 0.74 CCC(=O)NC1C(=O)N2C(C(=O)O)=C(C)CSC12 CC(=O)O.CON.csc(n)N 4:C 3:O 1.20:C 21:N 2.24:C 25:C 12.24:C 29:N 12 ccccc.N 16:C 23:N 1.17:C 18:C 12.17:C 22:C 12
925 42 0.74 CCNc1ncnc2nc[nH]c12 ccco 2:C 1:C 12.2:C 14:O 12 ccccc 3:C 2:C 12.3:C 4:C 12
864 685 0.74 CCCN1CCC(n2c(=O)[nH]c3ccccc32)CC1 O=c1nc2ccccc2[nH]1.Cl 10:C 9:N 1.23:C 29:Cl 1 Fc1ccc(Cc2ccc(F)cc2)cc1 16:C 17:C 1
14 9 0.74 O CC(O)C(O)C(O)CO 5:O 4:C 1 OC1CC(O)C(O)C(O)C1O 6:O 5:C 1
942 941 0.74 CC1(C)CC2CCCC(C)(C2=O)C1CC(=O)O CC(=O)O.CCC1(C)CCC(=O)OC1c1ccoc1.C 30:O 31:C 1.23:C 22:C 1.7:C 8:C 2.4:C 3:O 1 CCC1(C)C=CC(=O)OC1c1ccoc1.O.O 10:C 11:C 1.26:C 15:C 1.26:C 33:O 1.29:C 30:O 2
992 984 0.73 O=c1ccc2ccccc2o1 C=C(C)C(O)CO 6:C 5:O 1.16:C 17:O 1 CC(C)=CCO.O 5:C 4:O 1.15:C 16:O 1
920 855 0.73 CC1CCCCC1 C=CC(=O)c1c(O)c2c(c(CC=C(C)C)c1O)OC(C)(CCC=C(C)C)C=C2.CC(C)O.C=C(C)C(=O)O.O 24:C 25:C 1.23:C 22:O 1.31:C 32:O 1.16:C 15:C 1.18:C 19:C 1.33:C 34:O 1.33:C 14:C 1 ccccO.O.CN(C)C1C(O)=C(C(N)=O)C(=O)C(O)(CO)C1CO 2:C 3:C 12.7:C 6:C 12.8:C 9:O 2.10:C 11:C 2.27:C 26:C 1
172 157 0.73 Clc1cccc(Cl)c1 CCCCC(O)Cn1cncn1 11:C 4:C 1 BrC1COC(Cn2cncn2)C1 2:C 8:C 1
75 74 0.73 O=C(O)Cc1c[nH]c2ccc(Cl)cc12 C 1:C 0:C 1 Cl 9:C 10:Cl 1
433 355 0.73 O=[SH](=O)c1cccc2c(Cl)cccc12 C1CNCCNC1 8:S 11:N 1 NCCCCN 4:S 3:N 1
516 36 0.73 CCOc1cccc2[nH]ccc12 CNC(C)C.O 5:C 4:C 1.5:C 17:O 1 O 1:C 2:O 2
921 577 0.73 O=c1c(-c2ccc(O)cc2)coc2cc(O)ccc12 C.O.CO 14:C 19:O 1.16:C 17:O 1.1:O 0:C 1 O 13:C 17:O 1
822 514 0.73 O=C(O)c1c[nH]c2ccccc12 CN1C2CCCC1CC2 9:O 7:C 1 CCN1CCCCC1 8:O 7:C 1
1014 127 0.72 COc1cc(C=CC=O)ccc1O O 11:C 13:O 1 COc1cc(C=CC(C)=O)ccc1O 7:C 9:C 1
247 245 0.72 CNC(=O)NS(=O)(=O)c1ccccc1C(=O)O Cc(n)cc(C)n.C1COC1 6:C 5:N 12.6:C 7:N 12.23:O 24:C 1 COc(n)nc(C)n.C 3:C 2:N 12.3:C 21:N 12.19:O 20:C 1
269 192 0.72 Cc1cc(C)nc(Nc2ccccc2)n1 CC 2:C 1:C 3
685 513 0.72 NCCCCc1ccc(F)cc1 CCC(CC)n1c(=O)[nH]c2ccccc21.Fc1ccccc1 13:N 12:C 1.13:N 32:C 1.17:C 25:C 1 C=CC(CC)n1c(=O)[nH]c2ccccc21.O 13:N 12:C 1.13:N 26:C 1.17:C 18:O 2
60 59 0.72 CC(NC(=O)Cc1c[nH]c2ccccc12)C(=O)O c1c[nH]cn1 12:C 13:C 1
697 510 0.72 N=C(N)NC(=N)Nc1ccccc1 Cl 2:C 13:Cl 1
601 600 0.71 COc1ccc2[nH]cc(CCNC(C)=O)c2c1 O 11:C 17:O 1 I 14:C 15:I 1
519 377 0.71 NCCc1c[nH]c2ccccc12 NC=O 5:C 6:C 1
587 533 0.71 Cn1c(=O)c2[nH]cnc2n(C)c1=O C.c1ccoc1 7:C 8:C 1.1:C 0:C 1 C1CCCC1 11:C 12:C 1
765 542 0.71 CN1CCc2ccc(O)cc2C(c2ccccc2)C1 C.CO 6:C 20:O 1.18:O 19:C 1 Cl 6:C 19:Cl 1
818 708 0.71 CCCN(CC)C1CCc2ccccc2C1 C.F.O 5:C 6:C 1.13:C 18:O 1.16:C 17:F 1 c1ccccc1.O 5:C 6:C 1.20:C 21:O 1
849 3 0.71 Cn1c(=O)c2c(ncn2C)n(C)c1=O C=Cc1cccc(Cl)c1 2:C 3:C 1
514 52 0.71 O=C(O)c1c[nH]c2ccccc12 CCN1CCCCC1 8:O 7:C 1
954 909 0.71 O=C1CC2CCC3CCCCC3C2O1 C.C.O.C 1:C 0:C 1.5:C 6:C 1.9:C 10:O 2.11:C 12:C 1 C.C.C.C 6:C 7:C 1.1:C 0:C 1.1:C 2:C 1.11:C 12:C 1
758 727 0.71 CNC(=O)c1cc([SH](=O)=O)ccc1OC CCN(C)CC.C 6:C 5:C 1.18:S 21:C 1 CCN1CCCC1.N 7:C 6:C 1.19:S 22:N 1
758 750 0.71 CNC(=O)c1cc([SH](=O)=O)ccc1OC CCN(C)CC.C 6:C 5:C 1.18:S 21:C 1 CCN1CCCC1.N 7:C 6:C 1.19:S 22:N 1
592 367 0.71 O=C(Cc1ccccc1)OC1CCCCCC1 CN.O 2:C 1:N 1.5:C 1:N 1.12:C 19:O 1 C[N+]C.CO 3:C 1:N 1.6:C 1:N 1.13:C 14:C 1
201 172 0.71 CCCC(Cn1cncn1)c1ccc(Cl)cc1Cl C.O 1:C 0:C 1.4:C 19:O 1
881 546 0.70 CCNC(C)Cc1ccccc1 C.I 1:C 2:C 1.10:C 13:I 1 C 1:C 0:C 3
41 38 0.70 c1ccc2[nH]ccc2c1 O=[NH+][O-] 8:C 9:N 1 N 8:C 9:N 1
349 56 0.70 COc1ccc2[nH]ccc2c1 CCNC 8:C 9:C 1.13:C 12:C 1 C.CC(=O)O 2:C 3:C 1.1:C 0:C 1
366 64 0.70 CC(=O)NC(Cc1c[nH]c2ccccc12)C(=O)O Cc1cc(C(F)(F)F)cc(C(F)(F)F)c1 17:O 18:C 1 c1ccc2[nH]ccc2c1 15:C 16:C 1
387 354 0.70 OC1CCOC1n1cnc2cncnc21 COP(=O)(O)O.N 1:C 0:C 1.2:C 17:O 1.9:C 10:N 1 O=[N+]([O-])c1ccc(CS)cc1.N.CO.O 21:C 22:C 1.20:C 25:O 1.12:C 13:N 1.8:C 7:S 1
1002 964 0.70 Cc1cc(O)cc2c1C(=O)Oc1cc(O)c(C(=O)O)c(C)c1O2 Cl.Cl.C.C 4:C 9:Cl 1.6:C 7:Cl 1.16:C 17:C 1.25:O 26:C 1 CCCC.O.CCCC.C 17:C 18:O 2.17:C 19:C 1.27:O 28:C 1.4:C 3:C 1
868 864 0.70 CCn1c(=O)[nH]c2ccccc21 Cl.Cl 5:C 13:Cl 1.6:C 12:Cl 1 CN1CCC(n2c(=O)[nH]c3cc(Cl)ccc32)CC1 11:C 12:C 1
808 691 0.70 O=C1NC(=O)c2ccccc21 O=C1CCCC(=O)N1 8:N 9:C 1 O=C(O)CCCC(=O)O 8:N 9:C 1
947 922 0.69 O=c1ccoc2ccccc12 CC(C)C(C)O.COc1ccc(OC)c(OC)c1 5:C 4:C 1.6:C 28:O 1.21:C 20:C 1.12:C 13:C 1 C=CC(C)(C)O.CCC(C)(C)O.Oc1ccccc1O 5:C 4:C 1.6:C 30:O 1.7:C 8:C 1.14:C 13:O 1.18:C 22:C 1
833 434 0.69 N=C(N)NC(=O)c1nc(Cl)cnc1N C1CCCNCC1 7:C 4:N 1 Cc1ccccc1.N 17:C 21:N 1.7:N 6:C 1
948 657 0.69 CN1CCC2CC1Cc1ccc(O)cc12 C=C(OC)C(C)=O.O.C 4:C 5:C 1.10:C 9:C 1.17:C 19:O 1.20:O 21:C 1 C=C.CCC(=O)CO.O 2:C 1:C 1.6:C 14:C 1.19:C 18:C 1.19:C 22:O 1.12:C 13:O 1
804 548 0.69 CCN(C)CCc1ccc(O)c(O)c1 COc1ccccc1OC.C.C 3:C 4:C 1.22:O 23:C 1.24:O 25:C 1 C.CC 1:C 0:C 1.4:C 5:C 1
256 225 0.69 COc1nc(C)nc(NC(=O)NS(=O)(=O)c2ccccc2)n1 OCCCl 16:C 17:O 1 Cl 16:C 17:Cl 1
1026 910 0.69 COc1ccc(C)cc1O COc1ccc2c(c1)OCCC2=O 11:C 10:C 2 COc1cc(O)c(C(C)=O)c(OC)c1 9:C 8:C 2
586 16 0.69 CC1OC(n2ccc(=O)[nH]c2=O)CC1O F.O 3:C 15:O 1.7:C 13:F 1 C.O 8:C 9:O 1.1:C 0:C 1
707 620 0.69 CCNCC(=O)Nc1ccccc1C C.C 1:C 0:C 1.4:C 5:C 1 CC.C 2:N 3:C 1.10:C 11:C 1
429 380 0.69 N=C(N)c1ccccc1 N 2:C 9:N 1
264 247 0.69 O=C(Nc1ncccn1)NS(=O)(=O)c1ccccc1C(=O)O CO.C.CNS(C)(=O)=O.CO 2:C 1:O 1.4:C 31:O 1.17:C 25:C 1.23:O 24:C 1 C.C.C1COC1 1:C 0:C 1.3:C 4:C 1.23:O 24:C 1
423 393 0.69 CCc1ccc(OCC(O)CNC(C)C)cc1 OCC1CC1 15:C 16:O 1 O.N 15:C 16:O 2.15:C 17:N 1
602 452 0.69 NS(=O)(=O)c1ccccc1Cl NCN[SH](=O)=O 4:C 9:S 1.5:C 6:N 1 NC=N[SH](=O)=O 4:C 9:S 1.5:C 6:N 1
1005 978 0.68 COc1ccc(-c2cc(=O)c3c(O)c(OC)c(O)cc3o2)cc1 CC1OC(OCC2OCC(O)C(O)C2O)C(O)C(O)C1O 13:O 12:C 1 CO.C.C 7:C 8:O 1.20:O 21:C 1.24:O 25:C 1
198 133 0.68 CCSC=O C1CCCNCC1 3:C 5:N 1 CCNC1CCCCC1 9:C 2:N 1
714 572 0.68 O=C1Nc2ccccc2C1=Cc1ccc(O)cc1 C.CO.CO 4:C 21:O 1.17:C 19:O 1.1:O 0:C 1 I.Br.Br 5:C 6:I 1.11:C 17:Br 1.13:C 15:Br 1
715 698 0.68 CCCN1CCCC2CC=CCC21 cnc(n)N 10:C 13:C 12.9:C 17:N 12 cn[nH] 10:C 13:C 12.9:C 15:N 12
577 379 0.68 O=c1ccoc2cc(O)cc(O)c12 Oc1ccccc1 6:C 5:C 1 Oc1ccccc1 6:C 5:C 1
540 348 0.68 NC(Cc1ccc(O)cc1)C(=O)O O 3:C 12:O 1 C 1:C 0:C 1
608 539 0.68 c1ccc2[nH]ccc2c1 CC(=O)Nc1ccccc1.Br 5:C 4:C 1.6:C 7:C 1.13:C 18:Br 1 CCCCCCN(CCCCCC)C(C)=O.Fc1ccccc1 24:C 25:C 1.16:C 15:C 1
749 618 0.68 CCN1CCCC1CNC(=O)c1c(O)cccc1OC Cl.Cl 15:C 19:Cl 1.13:C 20:Cl 1 I 15:C 18:I 1
990 932 0.68 CC(C)=CCc1c(O)cc2occc(=O)c2c1O C 12:C 13:C 1 cc(O)c(cCC=C(C)C)OC 13:C 14:C 12.23:C 22:C 12
548 525 0.67 CCCNCCc1ccc(O)c(O)c1 CCC 3:N 4:C 1 C.Oc1ccccc1 3:C 4:C 1.1:C 0:C 1
445 56 0.67 Err:COc1ccc2nc(C)c(CC(=O)O)c2c1 Cc1ccc(Cl)cc1 13:N 14:C 1
51 50 0.66 Cc1c[nH]c2ccccc12 O 9:C 10:O 1 O 9:C 10:O 2
66 60 0.66 CCc1c[nH]c2ccccc12 CC(=O)NC(C)C(=O)O 9:C 8:C 1 CC(N)C(=O)O.O 6:C 5:N 1.6:C 7:O 2
584 578 0.66 O=Cc1cc2c(cn1)[nH]c1ccccc12 CN 2:C 1:N 1 CO 2:C 1:O 1
657 15 0.66 c1ccc(C2CCCCC2)cc1 C=CCN(CC)CC.O.O.O.O 6:C 5:C 1.8:C 21:C 1.11:C 23:O 1.12:C 13:O 1.14:C 13:O 1.15:C 16:O 2.19:C 20:C 1.19:C 22:O 1 CCNCC=CCOCCC(N)=O 6:C 7:C 1.24:C 9:N 1.22:C 11:C 1.21:C 15:C 1.20:C 19:N 1.3:C 19:N 1
255 245 0.66 COc1nc(C)nc(NC(=O)NS(C)(=O)=O)n1 ccscC(=O)OC 11:C 12:C 12.11:C 15:C 12 cccccC(=O)OC 11:C 12:C 12.11:C 16:C 12
435 126 0.66 CC12C=CC(=O)C=C1CCC1C2CCC2(C)C1CCC2(O)C(=O)CO C.O.F 15:C 27:F 1.16:C 26:O 1.1:C 0:C 1 O 22:C 23:O 2
994 933 0.66 O=c1cc(-c2ccc(O)cc2)oc2cc(O)cc(O)c12 C.COc1ccc(-c2cc(=O)c3c(O)cc(O)cc3o2)cc1 1:O 0:C 1.16:C 17:C 1 O.O 3:C 8:O 1.5:C 6:O 1
409 126 0.66 CC12C=CC(=O)C=C1CCC1C2CCC2(C)C1CCC2(O)C(=O)CO C.O.Cl 15:C 27:Cl 1.16:C 26:O 1.1:C 0:C 1 O 22:C 23:O 2
821 449 0.66 CCN1c2ccccc2Sc2ccccc21 CN1CCCCC1.CS 7:C 6:C 1.20:C 23:S 1 CN(C)C.Cl 4:C 3:C 1.17:C 20:Cl 1
32 31 0.66 O=C1Cc2ccccc2N1 CC 2:N 1:C 1
238 138 0.65 CON=C(C=O)c1ccccc1COc1ccccc1C CO 19:C 21:O 1 C.CN 1:C 0:C 1.20:C 22:N 1
581 416 0.65 CCC=C1c2ccccc2Sc2ccccc21 OCCN1CCNCC1.FC(F)F 9:C 10:N 1.21:C 26:C 1 CNC.Cl 3:C 1:N 1.16:C 20:Cl 1
641 15 0.65 CC1=C(C)CCCC1 CC(C)C1C(O)=C(C(N)=O)C(=O)C(O)(CO)C1C.cc.O.O.CNC 14:C 15:O 2.16:C 17:C 2.6:C 5:C 1.12:C 11:C 12.12:C 29:O 1.9:C 10:C 12.9:C 30:N 1 CC(=O)Nc1ccccc1.CCNC.CCO 20:C 19:N 1.24:C 9:N 1.6:C 4:C 1.6:C 7:C 1.11:C 10:C 1.11:C 12:C 2.15:C 14:O 1.15:C 16:C 1
733 548 0.65 CCCNCCc1ccc(O)c(O)c1 CCCCCC=CCCCCCCCC.O 15:C 14:C 1.17:C 18:O 2 CCC 3:N 4:C 1
922 678 0.65 Oc1ccccc1 CC1(C)C=Cc2c(c3c(c4c(=O)ccoc24)OC(C)(C)CC3)O1.O 22:C 18:C 1.26:C 28:O 1 ccc(O)cOCc1oc2ccccc2c1C.CCNCC1CC1 11:C 12:C 12.9:C 20:N 1.8:C 7:C 1.17:C 18:C 1.17:C 25:C 1.16:C 15:C 12
730 611 0.65 c1ccc2c(c1)OCC(C1=NCCN1)O2 CO 2:C 1:O 1
975 867 0.65 CC1CCCC2C1CCC1(C)CCCC21 C=CC(C)=O.O 1:C 2:C 1.7:C 6:C 2.14:C 15:O 2 CC.O.CCC(C)=O 16:C 15:C 1.10:C 11:C 2.3:C 4:O 2.2:C 1:C 2
190 189 0.65 CCOC(=O)CC(SP(OC)OC)C(=O)OCC S 13:P 14:S 2 O 13:P 14:O 2
834 484 0.65 C=CCCN(C)C c1ccc(CCc2ccccc2)cc1 6:C 7:C 1.6:C 20:C 1 C(=Cc1ccccc1)c1ccccc1 6:C 7:C 1.6:C 20:C 1
779 678 0.65 C1=NCCc2ccccc21 cc(=Nc1c(C)cc(C)cc1C)n(C)c=O.CO.CO 12:C 11:C 12.15:C 28:O 1.16:C 26:O 1.21:N 22:C 12 oc1ccccc1.Cc1ccc(O)c(O)c1.CC1CC1.O 9:C 10:C 1.8:C 30:O 1.6:C 4:C 12.26:C 27:O 12.25:C 28:O 1.17:C 16:C 1.20:N 21:C 1
57 42 0.64 CNc1ncnc2nc[nH]c12 C=C(C)C 3:C 2:C 1 c1ccccc1 6:C 3:C 1
522 16 0.64 O=c1ncccn1C1CCC(CO)O1 N 6:C 7:N 1 C.O.O 6:C 11:O 1.1:C 0:C 1.15:C 16:O 2
101 99 0.64 NC(=O)c1ccccc1 CC 2:N 1:C 1
969 910 0.64 COc1cc(O)c(C(C)=O)c(OC)c1 COc1ccc(C)cc1O 8:C 9:C 2
283 269 0.64 Cc1ccnc(Nc2ccccc2)n1 C1CC1 3:C 4:C 1 C 3:C 4:C 1
1025 910 0.64 COc1cc(O)ccc1CC=Cc1ccccc1 CO 5:C 17:O 1 C.O.O.CO.O 4:C 23:O 1.6:C 7:O 2.13:C 17:O 1.14:C 16:O 1.1:O 0:C 1
38 18 0.64 c1ccc2[nH]ccc2c1 N 8:C 9:N 1
68 54 0.64 Err:CC(=O)Oc1cnc2ccccc12 CC(=O)O 6:N 13:O 1
976 127 0.64 COc1cc(C=CC(C)=O)ccc1O COc1cc(C=CCO)ccc1O 8:C 7:C 2 COc1cc(C=CC=O)ccc1O 9:C 10:C 1
867 438 0.64 CC12CCCC1C1CCC3=CC(=O)CCC3(C)C1CC2 CC.O 2:C 1:C 2.3:C 4:O 2 O=CCO.O 14:C 15:C 1.22:C 24:O 1
699 449 0.64 CN(C)CCCN1c2ccccc2Sc2ccccc21 CCC=O 4:C 2:C 1 Cl 17:C 20:Cl 1
48 34 0.63 CCc1c[nH]c2ccccc12 O.O=CO 8:C 9:O 2.8:C 10:C 1 N 8:C 9:N 3
245 225 0.63 COc1nc(C)nc(NC(=O)NS(=O)(=O)c2ccccc2)n1 COC=O 16:C 17:C 1 Cl 16:C 17:Cl 1
215 183 0.63 CC(C)(C)CC(Oc1ccccc1)n1cncn1 O.Cl 4:C 5:O 2.16:C 19:Cl 1 c1ccccc1.O 4:C 24:O 1.15:C 18:C 1
45 43 0.63 c1ccc2[nH]ccc2c1 C 1:C 0:C 1 C#N 8:C 9:C 1
347 222 0.63 CNC(=O)ON=C(C)CSC C.C.C 1:C 0:C 1.1:C 2:C 1.1:C 3:C 1 C 8:C 9:C 1
53 49 0.63 O=C(O)c1ccc2[nH]ccc2c1
230 158 0.63 CCCCc1c(C)nc(NCC)nc1O CN(C)[SH](=O)=O 14:O 15:S 1
50 49 0.63 c1ccc2[nH]ccc2c1 C=O 6:C 9:C 1 O=CO 2:C 9:C 1
946 315 0.63 Oc1ccc2c(c1)OCCC2 COc1c(CC=O)ccc2c1C=CC(C)(C)O2.C.C.O 13:C 11:C 1.18:C 19:C 1.18:C 20:C 1.17:C 26:O 1 C=C(C)C1Cc2c(ccc(C=O)c2O)O1.C.CO 12:C 10:C 1.15:C 26:O 1.21:C 22:O 1.24:O 25:C 1
747 616 0.63 CCN1CCC(Cc2ccccc2)CC1 C.OCc1ccc(O)cc1 1:C 0:C 1.1:C 16:C 1 OCc1ccc(O)cc1 1:C 2:C 1
432 55 0.63 Oc1ccc2[nH]ccc2c1 CN1CCCCC1 7:C 4:C 1 CC(=O)O 7:C 8:C 1
785 774 0.63 Cc1ccc(S(=O)(=O)NC(C)C(=O)CCl)cc1 CCCN 12:C 13:C 1 c1ccccc1 12:C 13:C 1
322 222 0.63 CNC(=O)ON=CC(C)SC C 1:C 2:C 1 C 1:C 0:C 1
971 462 0.63 CC12CCCC1C1CC=C3CCCCC3C1CC2 CC=O.C.CC(=O)O.O 3:C 1:C 1.3:C 26:O 1.4:C 26:O 1.12:C 22:O 1.15:C 16:C 1 COC(C)=O.O.O.C.O.C.O 16:C 17:O 2.20:C 21:C 1.23:C 24:O 2.26:C 27:C 1.7:C 28:O 1.5:C 4:C 1.5:C 6:O 2
518 449 0.63 CCCN1c2ccccc2Sc2ccccc21 CCNCC.O 5:C 2:N 1.7:C 8:O 2 CNC.Cl 3:C 1:N 1.17:C 20:Cl 1
937 545 0.63 COc1cc2c(cc1OC)C(C)NCC2 CCC1CCC2c3cc(OC)c(OC)cc3CCN2C1 16:C 15:C 1
418 409 0.62 CC12C=CC(=O)C=C1CCC1C2C(O)CC2(C)C(C(=O)CO)CCC12 CCCC(O)O 5:C 4:O 1.24:C 29:O 1 C.O.Cl 1:C 0:C 1.20:C 25:O 1.15:C 27:Cl 1
966 779 0.62 COc1ccccc1OC cc1[n+](c)CCc2cc(OC)c(OC)cc2-1 5:C 6:C 12.18:C 17:C 12 CCn1ccc(=Nc2c(C)cc(C)cc2C)n(C)c1=O 18:C 19:C 1.13:C 12:C 1
295 239 0.62 CON(C)C(=O)Nc1ccccc1 Br 8:C 11:Br 1 Cl.Cl 8:C 12:Cl 1.9:C 11:Cl 1
389 3 0.62 Cn1c(=O)c2c(ncn2C)n(C)c1=O C=C.O=S(=O)(O)c1ccccc1 9:C 10:C 1.2:C 1:C 1
718 379 0.62 O=c1cc(-c2ccccc2)oc2ccccc12 CO.N 2:C 1:O 1.18:C 19:N 1 O.O.O 2:C 19:O 1.13:C 17:O 1.11:C 18:O 1
272 223 0.62 Cc1nn(-c2ccc(Cl)cc2)c(=O)n1C(F)F Cl.CS(N)(=O)=O 6:C 12:N 1.9:C 10:Cl 1 CCOC(=O)C(C)Cl.F 7:C 6:C 1.10:C 14:F 1
55 48 0.62 O=CCc1c[nH]c2ccccc12 O.O 5:C 6:O 1.9:C 11:O 1 O=CO 8:C 10:C 1
438 126 0.62 CC1CCCC2C1CCC1(C)C(C(=O)CO)CCC21 CCC(C)=O.O 1:C 2:C 1.7:C 6:C 2.22:C 24:O 1 C=CC(C)=O.O.O 1:C 2:C 1.7:C 6:C 2.22:C 23:O 2.14:C 25:O 1
972 21 0.61 CCCCCCCCCCCCCCCC(=O)O O.O.O 11:C 12:O 1.5:C 13:O 1.4:C 14:O 1 CC 2:C 1:C 1
790 772 0.61 Cc1ccc(S(=O)(=O)NC(N)=O)cc1 C1CCCNCC1 13:N 14:N 1 CCCC 4:N 3:C 1
806 511 0.61 CN1C2CCC1CC(OCc1ccccc1)C2 O.Cl.Cl 10:C 11:O 2.14:C 19:Cl 1.16:C 18:Cl 1 Clc1ccccc1 10:C 17:C 1
69 58 0.61 O=C(O)Cc1c[nH]c2ccccc12 Cl.Cl 2:C 14:Cl 1.12:C 13:Cl 1
353 2 0.61 Nc1ccccc1C(=O)O c1ccccc1 6:N 3:C 1
229 101 0.61 CCNC(=O)c1ccccc1 CC.C 2:N 3:C 1.11:C 12:C 1
600 349 0.61 COc1ccc2[nH]ccc2c1 CCNC(C)=O.I 6:C 5:C 1.14:C 15:I 1 CCNC 8:C 9:C 1.13:C 12:C 1
188 15 0.61 Cc1ccccc1C COC(=O)COCN(N)C(=O)N(C(=O)OC)c1ccc(OC(F)(F)F)cc1.Cl 8:C 35:Cl 1.12:C 13:N 2.12:C 4:C 1.5:C 4:C 1 CC(=O)Nc1ccccc1.CCNC.CCO 20:C 19:N 1.24:C 9:N 1.6:C 4:C 1.6:C 7:C 1.11:C 10:C 1.11:C 12:C 2.15:C 14:O 1.15:C 16:C 1
924 919 0.61 COc1cc(O)c2c(=O)ccoc2c1 cc(OC)c(c)OC 9:C 10:C 12.14:C 13:C 12 COc1ccccc1 8:C 5:C 1
442 390 0.61 NC(=O)NS(=O)(=O)c1ccccc1 CCC.Cl 3:N 2:C 1.13:C 16:Cl 1 CC=O.C1CCCCC1 15:N 16:C 1.3:C 1:C 1
561 486 0.61 CCOC(=O)C(C)(C)Oc1ccccc1 C.O=Cc1ccc(Cl)cc1 1:C 2:C 1.13:C 16:C 1 Cl 12:C 15:Cl 1
760 621 0.61 CC(C)NCC(O)c1cccc(O)c1 C.O 1:C 3:C 1.9:C 14:O 1 CC.O 2:C 1:C 1.7:C 11:O 1
727 618 0.61 CCN1CCCC1CNC(=O)c1ccccc1OC N[SH](=O)=O 13:C 19:S 1 O.I 15:C 18:I 1.16:C 17:O 1
742 430 0.61 COc1ccccc1O C1CCCC1.O=C1CCCN1 5:C 14:C 1.8:O 9:C 1 CCC.C.CC1CNC(=O)N1 3:C 2:C 1.7:C 13:C 1.11:O 12:C 1
570 421 0.61 COC(=O)C1=C(C)NC(C)=CC1c1ccccc1 C.Cl.Cl.COC=O 1:C 0:C 1.10:C 20:C 1.16:C 19:Cl 1.17:C 18:Cl 1 FC(F)F.O=[NH+][O-] 14:C 18:N 1.9:C 10:C 1
909 81 0.60 CC12CCCCC1CCC1OC(=O)CC12 C.C.C 1:C 0:C 1.1:C 2:C 1.11:C 12:C 1 C.C.CCC.C.O.O 5:C 4:C 1.1:C 0:C 2.3:C 4:C 1.17:C 18:O 2.17:C 19:O 1.9:C 10:C 1.13:C 12:C 1.13:C 14:C 1
883 539 0.60 Err:CCCCNCCc1cnc2ccccc12 O.CCCc1ccccc1.CO 3:C 4:O 2.11:C 26:O 1.15:N 16:C 1.25:C 24:C 1 CC.CCCCCC.O.Fc1ccccc1 2:C 1:C 1.6:N 7:C 1.13:C 14:O 2.24:C 25:C 1
622 348 0.60 NC(Cc1ccc(O)cc1)C(=O)O I 3:C 12:I 1 C 1:C 0:C 1
486 450 0.60 CCOC(=O)COc1ccc(Cl)cc1 C.C 5:C 6:C 1.5:C 7:C 1 CNC 3:C 1:N 1
682 382 0.60 CCCCC(=O)NCCO CCCC=CCCCCCCCC 13:C 12:C 1 CCC=CCC=CCC=CCCCCC.O 15:C 14:C 2.23:C 24:O 2
567 390 0.60 CCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1 COc1ccc(Cl)cc1C(N)=O 11:C 10:N 1 O 1:C 2:O 2
961 243 0.60 Oc1cccc(O)c1 O=Cc1ccccc1C=O.O 8:C 6:C 1.12:C 16:O 1.13:C 14:C 1 C.COc1ccc(Br)c(C)c1C=O.C.CO.C 4:C 21:O 1.6:C 7:C 1.1:C 0:C 1.19:O 20:C 1.23:O 24:C 1
797 603 0.60 CCCN(C)CCC COc1cc(C)c(C)cc1OC 7:C 8:C 1.7:C 15:C 1 CCc1ccc(O)cc1C 7:C 8:C 1.7:C 16:C 1
495 15 0.60 Nc1ccccc1 CC1CCC2(OC1Cco)OC(C(C)C(=O)c1ccc[nH]1)C(C)CC2C.O=CO.CN 25:N 24:C 12.27:C 37:O 12.30:C 35:N 1.31:C 32:C 1 CC=CCOCCC(=O)Nc1ccccc1.CC 9:N 8:C 1.9:N 10:C 1.22:C 11:C 1.21:C 15:C 1.20:C 19:N 1.6:C 4:C 1.6:C 7:C 1
496 79 0.60 CC1CC2CCC1O2 C.O=CO.O=CO 1:C 12:C 1.6:C 7:C 1.6:C 8:C 1 C=C1CC2(CC(=O)O)CCCC1C2.C=O.O 13:C 20:C 1.12:C 23:O 1.9:C 8:C 1.15:C 16:C 1.22:O 20:C 1
914 855 0.60 CC1CCC2C3C=CC(=O)CC3=CC(=O)C2C1 C.C.C.OCCCc1ccoc1.C.O 12:C 14:C 1.17:C 16:C 1.17:C 25:O 1.18:C 19:C 1.22:C 24:O 1.1:C 0:C 1.1:C 2:C 1.7:C 8:C 1 ccccO.NC=O.O.CNC.O.O.O 2:C 3:C 12.7:C 6:C 12.11:C 30:O 1.12:C 29:O 1.16:C 19:C 1.15:C 22:O 1.14:C 23:N 1.26:C 28:O 1
472 412 0.60 O=C(O)CCc1ccc(Cl)cc1 N 7:C 11:N 1 CN 6:C 11:C 1
596 15 0.60 CC1=C(C)CCCC1 CC1OC(O)CC(N)C1O.O=C1C=CC(=O)c2ccccc21.O.O.CC=O.O 8:C 7:O 1.10:C 30:C 1.10:C 33:O 1.27:C 16:C 12.27:C 28:O 1.14:C 15:C 12.14:C 29:O 1 CC(=O)Nc1ccccc1.CCNC.CCO 20:C 19:N 1.24:C 9:N 1.6:C 4:C 1.6:C 7:C 1.11:C 10:C 1.11:C 12:C 2.15:C 14:O 1.15:C 16:C 1
763 708 0.59 CCCNC1CCc2ccccc2C1 CCc1ccccc1O.O 9:C 8:O 1.10:C 23:O 1 CCc1ccccc1.O 3:N 4:C 1.20:C 21:O 1
980 671 0.59 Err:C1CCc2[nH]cccc2C1 CC.C=C(C)C.O.N 2:C 1:C 2.3:C 4:C 1.12:C 13:O 2.8:C 7:C 1.8:C 17:N 1 [nH]c1ccccc1.Cc1ccc(O)c(O)c1.CC1CC1.O 6:C 4:C 12.8:C 30:O 1.9:C 10:C 1.20:N 21:C 1.17:C 16:C 1.25:C 28:O 1.26:C 27:N 12
688 625 0.59 CCn1cc(C(=O)O)c(=O)c2ccccc21 OCO 10:C 13:O 1.9:C 15:O 1 F.CC1CNCCN1.F 11:C 13:F 1.10:C 14:N 1.9:C 21:F 1
335 292 0.59 CC(C)(C)N(NC(=O)c1ccccc1)C(=O)c1ccccc1 C.C.C.CO 3:C 4:C 1.1:C 0:C 1.22:C 25:O 1.23:C 24:C 1 Cl 19:C 22:Cl 1
811 654 0.59 COc1ccccc1N1CCN(CCN(C(=O)C2CCCCC2)c2ccccn2)CC1 F 28:C 31:F 1
796 552 0.59 CN(C(=O)Cc1ccccc1)C1CCCCC1N1CCCC1 CCCO 5:C 6:C 1.5:C 9:O 1 Cl.Cl 19:C 23:Cl 1.20:C 22:Cl 1
360 90 0.59 COc1cc(C(=O)O)ccc1O CCCCCCCCN(CC)CC.C.CO 18:C 26:O 1.24:O 25:C 1.13:O 12:C 1
157 135 0.59 Clc1ccccc1 Cl.BrC1COC(Cn2cncn2)C1 2:C 8:C 1.3:C 7:Cl 1 CC(C(O)Cn1cncn1)C1CC1 12:C 5:C 1
457 424 0.59 OC(c1ccccc1)c1ccccc1 C.Cl.CCC1CCCN1C 1:C 0:C 1.11:C 14:Cl 1.15:O 16:C 1 CN1C2CCCC1CC2 9:O 7:C 1
753 671 0.59 c1cc2c([nH]1)C1CC3CCCCC3CN1CC2 COC=O.O.cccc 4:C 2:C 1.24:C 23:C 12.19:C 20:C 12.17:C 18:O 1 Cc1ccc(O)c(O)c1.CC1CC1.O 8:C 30:O 1.9:C 10:C 1.20:N 21:C 1.17:C 16:C 1.25:C 28:O 1
974 127 0.59 CC=Cc1ccccc1 OCO.CC(=O)O 5:C 10:O 1.6:C 8:O 1.11:C 12:C 2 CO.O.COc1cc(C=CC(C)=O)ccc1O.O 2:C 1:O 1.25:C 26:O 1.7:C 8:O 2.7:C 9:C 1
736 620 0.59 CC(=O)Nc1c(C)cccc1C COc1ccccc1OCC(O)CN1CCNCC1 11:C 12:N 1 CCNCC 5:C 2:N 1
752 671 0.59 c1ccc2[nH]ccc2c1 CCn1cnc2ccccc2c1=O 6:C 7:C 1.11:C 10:C 1 CC1(O)C2Cc3ccc(O)c4c3C1(CCN2CC1CC1)CO4 6:C 7:C 1.26:C 25:C 1
205 136 0.58 FC(F)(F)c1cccc(Oc2ccccn2)c1 O=CNc1ccc(F)cc1 11:C 12:C 1 O=CNc1ccc(F)cc1F 8:C 13:C 1
609 15 0.58 c1ccc2c(c1)CCCN2 O=[SH](=O)NCCN1CC=C(c2c[nH]c3cc(F)ccc23)CC1 6:N 29:S 1.8:C 10:N 1 c1ccccc1.CCNCC=CCO.O 15:C 14:O 1.17:C 18:O 2.19:N 3:C 1.22:C 11:C 1.24:C 9:N 1.6:C 4:C 1.6:C 7:C 1
116 97 0.58 CCNC(C)=O CC 2:N 3:C 1
597 578 0.58 c1ccc2c(c1)[nH]c1cnccc12 C 1:C 0:C 1 COC=O 4:C 2:C 1
956 374 0.58 CCCOC O=C(O)C(O)CO.OCC(O)C(O)C(O)CO.O.O 11:C 12:C 1.11:C 18:O 1.2:C 3:C 1.1:C 22:O 1.0:C 23:O 1 CC1(C)OCC(OCC(O)CO)O1.CNC 5:C 4:C 1.5:C 6:C 1.17:C 18:N 1
545 422 0.58 CC1CCN2CCc3ccccc3C2C1 CC.COc1cc2c(cc1OC)CNCC2.CO.CO 16:C 17:C 1.2:C 1:C 1.10:C 31:O 1.9:C 33:O 1 C.C.C.CCc1ccccc1.O 1:C 0:C 1.1:C 2:C 1.1:C 3:C 1.4:C 26:O 1.18:C 17:C 1.9:C 10:C 1
344 320 0.58 Cc1ccc(Cl)nc1 N#CN=C1NCCS1 7:C 8:N 1 CNC(C)=NC#N 7:C 5:N 1
932 917 0.58 O=c1c2cc(O)c(O)cc2oc2cc(O)cc(O)c12 CC=C(C)C.CC=C(C)C.C 4:C 3:C 1.14:C 15:C 1.26:O 27:C 1 OCC1OCC(O)C(O)C1O 12:C 18:C 1
483 462 0.58 CC(=O)C1(O)CCC2CCCCC21C C=C(Cl)C1=CC(=O)C2CC2C1C.CC=O 19:C 17:C 1.7:C 8:C 1.25:O 26:C 1 CC(=O)O.CCC1=CC(=O)CCC1C.O 4:C 3:O 1.23:C 24:O 2.22:C 20:C 1.11:C 12:C 1
973 596 0.58 O=C1c2ccccc2C(=O)c2c(O)ccc(O)c21 CC(=O)NCCc1ccc(O)cc1.O=CO.O=CO.O.O 12:C 10:C 1.34:C 35:O 1.20:C 32:O 1.21:C 29:C 1.22:C 26:C 1 CC(=O)C(C)(O)CCOC1CC(N)C(O)C(C)O1 12:C 11:C 1.13:C 8:C 1
536 530 0.58 CCOC(c1ccccc1)c1ccccc1 c1ccc(CCCN2CCNCC2)cc1.F.F 15:C 12:N 1.22:C 25:F 1.29:C 32:F 1 CNC 3:C 1:N 1
988 960 0.58 Oc1ccc(C=Cc2cc(O)cc(O)c2)cc1 CC=O.CC=O.CC=O 16:O 17:C 1.20:O 21:C 1.3:O 1:C 1
621 616 0.58 CCC(O)c1ccc(O)cc1 C.O.CC(C)N 1:C 0:C 1.2:C 13:N 1.8:C 10:O 1 c1ccc(CC2CCNCC2)cc1 1:C 11:N 1
941 930 0.58 CC1CCCC(C)(C)C1 CC(=O)O.CC1(O)CCCC2(C)C1=CC(=O)OC2c1ccoc1.O.O 3:C 4:C 1.8:C 10:C 1.31:C 32:O 2.28:C 27:C 1.29:C 30:O 2 CC(=O)O.CC(O)C1(C)CCCC2(C)C(c3ccoc3)OC(=O)C3OC312.CC(=O)O 29:C 28:C 1.7:C 9:C 1.6:C 35:O 1.4:C 3:O 1
434 358 0.58 NC(=O)c1nc(Cl)c(N)nc1N N=CNCc1ccccc1 10:N 8:C 1 C.C.NCN 1:N 0:C 1.1:N 2:C 1.13:N 14:C 2
695 638 0.58 c1cc2c3c(c[nH]c3c1)CCC2 CCCNCC(C)CSC 7:C 6:C 1.16:C 3:N 1 CCC(CO)NC(=O)C(C)CNC 10:C 9:C 2.19:C 20:N 1
311 276 0.58 CNC(=O)Oc1cc(C)cc(C)c1 C.C 1:C 0:C 1.1:C 2:C 1 C 5:C 6:C 1
876 751 0.58 Cc1cc(C(O)CNC(C)C)ccc1O Cc1ccccc1.O.N 2:C 3:C 1.19:C 20:O 2.19:C 21:N 1 C.O 1:C 3:C 1.13:C 14:O 1
756 414 0.58 COc1ccccc1N1CCNCC1 CCCCNC(=O)c1ccc2ccccc2c1 11:N 12:C 1
957 418 0.57 OC1CC2(CCCC2)CC2CCCCC12 C.CC.CO.C.C.O.O.O.O 1:C 0:C 2.2:C 3:C 1.23:C 24:O 1.21:C 22:O 2.9:C 8:O 1.9:C 25:O 1.12:C 13:C 1.12:C 14:C 1.17:C 18:O 1.6:C 7:C 1.5:C 4:C 1 CCCC(O)O.CC(C)=O.C.C.O=CCO 5:C 4:O 1.22:C 23:C 1.24:C 25:C 1.24:C 29:O 1.11:C 12:C 2.17:C 18:C 1.16:C 15:C 2
271 270 0.57 Cc1ccccc1C CCOC(=O)OCC1(NC=O)CCC(OC)CC1.C 7:C 6:C 2.7:C 16:C 1.10:C 11:C 1 C.C.CC(C)(C)CC(=O)OCC1(OC=O)CCCC1 9:C 10:C 2.9:C 17:C 1.3:C 4:C 1.1:C 0:C 1
930 914 0.57 CCC CC(=O)OCCC(OC(C)=O)C1(C)CCC(O)C2(C)C1CCC1(C)C(c3ccoc3)OC(=O)C3OC312 30:C 29:C 1.30:C 4:C 1 CC1(C=CC=O)C=C(O)C(=O)C2(C)C1CCC1(C)C(c3ccoc3)CC3OC312 1:C 3:C 1.1:C 23:C 1
859 688 0.57 CCn1ccc(=O)c(C(=O)O)c1 ccc(n)Cc1ccccc1 7:C 8:C 12.19:C 18:N 12 cc1c(c)OCO1 7:C 8:C 12.12:C 11:C 12
463 394 0.57 Cn1cnc2c(N)ncnc21 CCCC 3:C 2:C 1.3:C 4:C 1 OCC(O)C(O)CO 4:C 3:C 1.4:C 15:O 1
748 709 0.57 Err:Cc1ncnc(=O)c1CCN1CCCCC1 Fc1ccc(Cc2ccc(F)cc2)cc1.ccs 8:C 9:C 2.28:N 29:C 12.32:C 31:S 12 O=Cc1ccc(F)cc1.cccc 8:C 11:C 1.22:N 23:C 12.27:C 26:C 12
582 45 0.57 Cc1cccc2cc[nH]c12 C.ccnc.cccc 7:C 6:C 12.2:C 3:C 12.1:C 0:C 1.17:C 16:C 12.12:C 13:C 12
652 355 0.57 CCNS(=O)(=O)c1ccccc1 CN.ccnc 2:C 1:N 1.12:C 13:C 12.17:C 16:C 12 CCN.ccccCl 1:C 0:C 1.11:C 16:C 12.12:C 13:C 12
246 204 0.57 CNC(=O)C=C(C)OP(=O)(OC)OC C.CC.Cl 7:C 17:Cl 1.2:N 3:C 1.1:C 0:C 1
1008 716 0.57 CNCc1ccccc1 C#C.C 2:C 1:C 1.3:N 4:C 1
628 544 0.57 CCNCc1ccc(O)c(OC)c1 CCCCCC(C)C.O 8:C 7:C 1.9:C 10:O 2 CC.O 2:N 3:C 1.5:C 6:O 2
679 671 0.57 Err:c1ccc2nccc2c1 C.O=C1C=C(c2ccc(Cl)cc2Cl)C(=O)N1 1:N 0:C 1.3:C 10:C 1 CC1(O)C2Cc3ccc(O)c4c3C1(CCN2CC1CC1)CO4 26:C 25:C 1.6:C 7:C 1
917 596 0.56 Oc1cccc(O)c1 O=cc1cc(O)c(O)cc1o.OCC1OCC(O)C(O)C1O 9:C 8:O 12.12:C 18:C 1.14:C 15:C 12 CC1OCCC(N)C1O.O=C1c(cO)c(cO)C(=O)c2ccccc21.CC=O 12:C 27:C 12.10:C 30:C 1.13:C 14:C 12.7:O 5:C 1
351 1 0.56 CCNC(=O)c1ccc(N)cc1 CCNCC.CC=O 5:C 2:N 1.16:N 17:C 1 O.O 10:C 11:O 2.10:C 12:O 1
405 393 0.56 CC(C)NCC(O)COc1ccccc1 C=CC 3:C 2:C 1 CC(N)=O 11:C 14:C 1
473 414 0.56 CCN1CCN(c2ccccc2)CC1 COc1cccc(C(N)=O)c1.Cl 11:C 10:N 1.22:C 25:Cl 1 CO.CCNC(=O)c1ccc2ccccc2c1 13:C 14:C 1.2:C 1:O 1
508 229 0.56 O=Cc1ccccc1 CCC(=O)N1CCNCC1 10:C 7:N 1 CCNCC.C 5:C 2:N 1.11:C 12:C 1
165 157 0.56 c1ccc(CCn2cncn2)cc1 OCc1ccccc1Cl.F 17:C 20:F 1.7:C 6:C 1.7:C 21:O 1 Cl.Cl.CC(Br)CO 3:C 7:Cl 1.5:C 6:Cl 1.8:C 9:C 1.8:C 12:O 1
431 414 0.56 CCN1CCN(c2ccccc2OC)CC1 O=C1CC2(CCCC2)CC(=O)N1 15:C 16:N 1 CCNC(=O)c1ccc2ccccc2c1 13:C 14:C 1
490 384 0.56 Oc1ccccc1O CCC(NC(C)=O)c1cccc(OC)c(=O)c1.CO.C.C 7:C 6:C 1.12:C 13:C 1.11:C 23:O 1.27:O 28:C 1.25:O 26:C 1 CC1c2ccccc2CCN1C 9:C 8:C 1.10:C 17:C 1
421 15 0.56 c1ccccc1 COC(=O)C1=C(C)NC(C)=C([N+](=O)[O-])C1.FC(F)F 4:C 3:C 1.9:C 10:C 1 O=C1CC2OCC=C3CN4CCC5C(N1)C2C3CC54 3:C 19:N 1.4:C 6:C 1
835 544 0.56 O=Cc1ccc(O)cc1 C.O=C1CCCN1 8:C 10:N 1.1:O 0:C 1 CCNCC.CO 5:C 2:N 1.11:C 13:O 1
598 596 0.56 Oc1ccccc1 CN1CCc2cc3c(cc2C1COC=O)OCO3.CO.C 12:C 11:C 1.16:C 21:O 1.17:C 18:C 1.23:O 24:C 1 CC1OCCC(N)C1O.O=C1c(cO)c(cO)C(=O)c2ccccc21.CC=O.O 10:C 30:C 1.10:C 33:O 1.13:C 14:C 12.12:C 27:C 12.7:O 5:C 1
885 349 0.56 c1ccc2[nH]ccc2c1 CCN(C)CCc1ccccc1C 12:C 13:C 1.11:C 10:C 1 CO.CCNC 2:C 1:O 1.8:C 9:C 1.13:C 12:C 1
546 7 0.56 CNC(C)Cc1ccccc1 C#C 2:C 1:C 1 O 2:C 9:O 1
603 523 0.56 Oc1ccc2c(c1)CCCC2 CCCNCCC 7:C 3:N 1 C.C.CCNCC1CC1 1:C 0:C 1.2:C 14:N 1.10:C 11:C 1.10:C 12:C 1
872 735 0.56 CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CC=O Nc1ccc(O)cc1 7:C 9:N 1 O 7:C 9:O 1
872 746 0.56 CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CC=O Nc1ccc(O)cc1 7:C 9:N 1 O 7:C 9:O 1
43 18 0.56 c1ccc2[nH]ccc2c1 C#N 8:C 9:C 1
997 712 0.56 CCC(=O)c1ccc(O)cc1O COc1ccccc1 1:C 2:C 1 Oc1ccccc1.O 6:C 5:C 1.11:C 18:O 1
675 596 0.56 OC1CCCc2ccccc21 COc1cccc(OC)c1OC.COC=O.OCO 12:C 4:C 1.15:C 29:O 1.16:C 27:O 1.20:C 21:C 1.25:C 23:C 1 CC1OCCC(N)C1O.O=Cc1ccccc1C=O.O.O.CC=O.O 27:C 28:O 1.16:C 17:C 1.15:C 25:C 1.14:C 29:O 1.10:C 30:C 1.10:C 33:O 1.7:O 5:C 1
451 46 0.56 Err:c1ccc2oc[nH]c2c1 Cl.O 5:C 6:Cl 1.8:C 9:O 2
795 678 0.56 c1ccccc1 Cc1scc(C(N)=O)c1NC(=O)CN1CCN(C)CC1 9:C 8:N 1.14:C 15:N 1 oc1cCC2(O)C3Cc4ccc(O)c5c4C2(CCN3CC2CC2)C1O5 3:C 27:O 12.4:C 6:C 12
500 15 0.56 c1ccccc1 CC(=O)OC1CSc2ccccc2N(CCN(C)C)C1=O.CO 6:C 5:C 1.9:C 12:O 1 O=C1CC2OCC=C3CN4CCC5C(N1)C2C3CC54 3:C 19:N 1.4:C 6:C 1
559 15 0.55 c1ccc2c(c1)CCN2 C.CCNC.C.CNC(=O)O 6:C 4:N 1.7:N 8:C 1.1:C 0:C 1.1:C 2:C 1.12:C 15:O 1 cccc.CCNCC=CCOCCC=O 3:C 2:C 12.19:N 17:C 1.6:C 7:C 1.4:C 5:C 12.24:C 9:N 1.22:C 11:C 1.21:C 15:C 1
148 135 0.55 CCC(Cn1cncn1)c1ccc(Cl)cc1 CC.C#N 2:C 1:C 1.4:C 5:C 1 C1CC1.O 1:C 2:C 1.5:C 19:O 1
427 202 0.55 Cc1ccc([N+](=O)[O-])cc1[N+](=O)[O-] C1CN1.O.N 3:C 2:N 1.15:C 16:O 2.15:C 17:N 1 CCC(N)CC.C 9:C 10:C 1.6:C 5:N 1
984 924 0.55 Err:COc1cc2occcc2cc1O C=C(C)C.O 3:C 2:C 1.11:C 12:O 2 cc(ccO)OC.O.C 17:O 18:C 1.15:C 16:O 2.5:C 4:C 12.6:C 7:C 12
155 31 0.55 c1ccccc1 C.C.COC(=O)C(C)NC(=O)Cc1ccccc1 1:C 0:C 1.5:C 6:C 1.7:C 8:N 1 CCNC(C)=O 3:C 2:N 1.8:C 9:C 1
611 505 0.55 c1ccc2c(c1)OCCO2 C1=NCCN1 8:C 9:C 1 CNCCOc1c(OC)cccc1OC 13:C 12:C 1
180 175 0.55 CC1(C)CCCC1(O)Cn1cncn1 Cc1ccc(Cl)cc1 5:C 6:C 2 Cc1ccc(Cl)cc1 5:C 6:C 1
910 729 0.55 O=C(C=Cc1ccccc1)c1ccc(O)cc1O C.O.CO.C.O 1:O 0:C 1.4:C 23:O 1.21:O 22:C 1.13:C 17:O 1.14:C 16:O 1 CC(=O)c1c(O)c(C)c(O)c(C)c1O.C=CC(C)(C)O 7:C 8:C 1.14:C 13:O 1.5:C 4:C 1
354 15 0.55 c1ccccc1 CSc1nc(N)nc2c1ncn2C1OC(CO)C(O)C1O.O=[NH+][O-] 2:C 27:N 1.5:C 6:C 1 O=C1CC2OCC=C3CN4CCC5C(N1)C2C3CC54 3:C 19:N 1.4:C 6:C 1
200 177 0.55 CC(C)(C)C(O)CCc1ccc(Cl)cc1 c1ncnn1 5:C 14:N 1 Cn1cncn1 4:C 14:C 1
39 37 0.55 COc1ccc2[nH]ccc2c1 c1ccccc1 6:C 3:C 1
298 239 0.55 CNC(=O)Nc1cccc(Cl)c1 C.C 1:C 0:C 1.11:N 13:C 1 Cl.CO 8:C 12:Cl 1.1:N 13:O 1
303 299 0.55 CN(C)C(=O)Nc1ccccc1 Oc1ccc(Cl)cc1 9:C 12:O 1
173 129 0.55 Clc1cccc(Cl)c1 C=CCOCCn1ccnc1 11:C 4:C 1 c1ncn(CC2OCCO2)n1 2:C 8:C 1
759 590 0.55 CCCc1ccccc1 C1CCNCC1.C1CCCCC1.O 6:C 15:C 1.6:C 21:O 1.8:C 9:N 1 O.F.CN1CCC(O)(c2ccc(Cl)cc2)CC1 7:C 10:F 1.2:C 3:O 2.0:C 11:C 1
949 943 0.55 CC1(C)CCCC2(C)CCCCC12 C=CC(C)(O)CC.C.O 7:C 8:C 2.6:C 5:C 1.10:C 20:O 1 C.O 1:C 0:C 2.3:C 14:O 1.4:C 14:O 1
281 15 0.55 c1ccccc1 C.NC(=O)c1cc(Br)nn1-c1ncccc1Cl.CNC=O.Cl 1:C 0:C 1.3:C 27:Cl 1.5:C 23:C 1.6:C 7:N 1 O=C1CC2OCC=C3CN4CCC5C(N1)C2C3CC54 3:C 19:N 1.4:C 6:C 1
638 609 0.55 c1ccc2[nH]ccc2c1 CCC(CO)NC(=O)C1C=CC(C)N(C)C1 11:C 10:C 1.17:C 18:C 1 O=S1(=O)N(CCN2CC=CCC2)c2cccc3c2N1CCC3.F 24:C 28:F 1.19:C 16:C 1
968 437 0.55 Oc1ccc2c(c1)OCCC2 C.COc1cccc(O)c1 10:C 11:C 1.18:C 17:O 1.1:O 0:C 1 Oc1ccccc1O.O.O 6:C 5:C 1.7:C 18:O 1.10:C 17:O 1
305 193 0.54 COC(=O)C(C)N(C=O)c1c(C)cccc1C c1ccoc1 15:C 17:C 1 COC 15:C 17:C 1
805 782 0.54 N#CC(=Cc1ccc(O)cc1)C(N)=S O 3:C 13:O 1 CC(C)C.CC(C)C 4:C 1:C 1.15:C 18:C 1
315 15 0.54 Cc1ccccc1 C=C(C)CO.COc1cc2c(cc1OC)C(C=O)C(O)CO2 6:C 28:O 1.23:C 22:O 1.9:C 10:C 1.4:C 3:C 1 CCN1CCC2C(=CCOC3CC(=O)NCC32)C1 3:C 19:N 1.6:C 7:C 1.6:C 24:C 1.6:C 20:C 1
944 446 0.54 O=C1C=CCC2CCCCC12 C.C.C.C.CCc1ccoc1.O 1:C 0:C 1.6:C 7:C 1.6:C 8:C 1.12:C 13:C 1.14:C 15:C 1.14:C 22:O 1 C.CC1(CC=O)CCCC1(O)C(=O)CO 1:C 0:C 1.24:C 22:C 1.10:C 11:C 1
35 18 0.54 c1ccc2[nH]ccc2c1 Cl 2:C 9:Cl 1
647 284 0.54 NC(=O)Oc1ccccc1 C.C.C[N+](C)C 1:N 0:C 1.1:N 2:C 1.10:C 12:N 1 CCOC(N)=O.c1ccccc1 15:N 16:C 1.6:C 5:N 1
710 695 0.54 c1ccc2ncccc2c1 C=CC1CN2CCC1CC2CO.CO 11:C 10:C 1.18:C 21:O 1 CCC.cccc[nH]c.CSC 3:N 2:C 1.5:C 19:C 1.14:C 17:C 12.13:C 12:C 12.8:C 9:C 12
996 984 0.54 O=c1ccc2ccccc2o1 C=CC(C)(C)O 5:C 4:C 1.15:C 16:O 1 CC(C)=CCO.O 15:C 16:O 1.5:C 4:O 1
891 853 0.54 CCC(C)(C(N)=O)c1ccccc1 C.C.OC1(c2ccc(Cl)cc2)CCNCC1.ccccc 7:C 8:N 1.28:C 29:C 12.28:C 33:C 12.1:N 0:C 1.1:N 2:C 1 CC(C)NC(C)C.ccccn 4:C 3:N 1.13:C 14:C 12.13:C 18:N 12
899 523 0.54 c1ccc2c(c1)CCCC2 CCN(CC)Cc1ccccc1 10:C 9:C 1.10:C 20:C 1 C.C.CCNCC1CC1.O 1:C 0:C 1.2:C 14:N 1.10:C 11:C 1.10:C 12:C 1.7:C 19:O 1
625 15 0.54 c1ccc2ncccc2c1 CC.O.F.CC1CNCCN1.F.O=CO 2:N 1:C 1.4:C 22:C 1.5:C 6:O 2.11:C 13:F 1.10:C 14:N 1.9:C 21:F 1 c1ccccc1.CCNCC=CCO.O 19:N 3:C 1.17:C 18:O 2.15:C 14:O 1.6:C 4:C 1.6:C 7:C 1.24:C 9:N 1.22:C 11:C 1
184 153 0.54 CCON=C(CC)C1=C(O)CCCC1=O CCl.CCSC(C)C 6:C 7:C 2.12:C 13:C 1 Cc1cc(C)cc(C)c1 10:C 14:C 1
964 678 0.54 Oc1ccccc1 CCCCC.CCCCC(=O)c1cc(OC)cc(O)c1C(=O)O.O=CO 5:C 4:C 1.6:C 30:C 1.9:C 26:O 1.10:C 11:O 1 oc1ccccc1.CCN(CCc1ccc(O)c(O)c1)CC1CC1 6:C 4:C 12.8:C 9:C 1.17:C 16:C 1.17:C 18:C 1.25:C 28:O 1.26:C 27:O 12
926 80 0.54 CC1C=CCCC1 C.O=C(O)CO.CC1C=CC(=O)C(C)(C)C1C.C 1:C 0:C 1.2:C 3:C 1.22:C 23:C 1.19:C 17:C 1.7:C 6:O 1.7:C 8:C 1 C=C1CC(CC(=O)O)CC1CC.C.O=CO.O 9:C 22:O 1.15:C 16:C 1.13:C 14:C 1.13:C 20:C 1.12:C 23:O 1.8:C 7:C 1.8:C 3:C 1
629 15 0.54 c1ccncc1 CCC.CC.c1ccccc1.CCCOC=O.CCSC=O 3:C 2:C 1.4:C 23:C 1.5:C 6:C 1.9:C 10:C 1.16:C 17:C 1 OCC=C1CCC2C(c3ccccc3)CCN2C1.O 15:C 14:O 1.17:C 18:O 2.19:N 3:C 1.20:C 6:C 1.21:C 22:C 1
1009 83 0.53 Err:c1ccc2occcc2c1 O.cccc 6:C 7:O 2.8:C 9:C 12.13:C 12:C 12 O 8:C 9:O 2
371 356 0.53 Err:O=c1[nH]cnc2ncnc12 COCCO.N 10:C 11:N 1.4:N 3:C 1 C.C.O 1:N 0:C 1.6:N 7:C 1.8:C 9:O 2
717 516 0.53 CC(C)NCC(O)COc1ccccc1 cccc 12:C 13:C 12.17:C 16:C 12 cc[nH] 12:C 16:N 12.13:C 14:C 12
717 690 0.53 CC(C)NCC(O)COc1ccccc1 cccc 12:C 13:C 12.17:C 16:C 12 cc[nH] 12:C 16:N 12.13:C 14:C 12
890 627 0.53 CN1CCC(=C2C=CCCc3ccccc32)CC1 O.ccs 13:C 14:O 2.15:C 19:S 12.16:C 17:C 12 CCO.O.cccn.Cl 3:C 2:O 1.3:C 4:O 2.13:C 24:Cl 1.18:C 19:C 12.23:C 22:N 12
703 548 0.53 Oc1ccccc1 CCCN1CCCCC1 9:C 7:C 1 CCCN(CC)CCC.O 9:C 8:C 1.12:C 16:O 1
798 534 0.53 CC12CC=CC=C1CCC1C2CCC2(C)C1CCC2(C)O cn1c(n)nc2ccccc21.N 30:C 31:N 3.3:C 4:C 12.15:C 14:N 12 C.cno 1:C 0:C 3.12:C 21:C 12.11:C 23:O 12
928 676 0.53 CCC1CCC2C3CCC4CC(O)CCC4(C)C3CCC12C CCC(=O)OC.O.O 1:C 2:C 1.15:C 18:O 1.27:C 28:O 1 O.O 1:C 2:O 2.18:C 19:O 2
761 554 0.53 COc1cc2ncnc(N)c2cc1OC Clc1ccccc1 14:N 15:C 1 O=C(C1COc2ccccc2O1)N1CCNCC1 11:C 15:N 1
654 414 0.53 CCN1CCN(c2ccccc2OC)CC1 O=C(Nc1ccccn1)c1ccc(F)cc1 15:C 16:N 1 CCNC(=O)c1ccc2ccccc2c1 13:C 14:C 1
648 362 0.53 NC(CCC(=O)NC(CS)C(=O)NCC(=O)O)C(=O)O N=O 7:S 8:N 1 CC(=O)c1ccc(N=[N+]=[N-])cc1 9:S 8:C 1
896 381 0.53 c1ccccc1 [nH]c(cc=O)C(=O)O 3:C 13:N 12.4:C 6:C 12 F.cc([nH])C(=O)O 2:C 12:N 12.3:C 7:C 12.5:C 6:F 1
642 422 0.53 c1ccc2c(c1)CCc1ccccc1C2 C.N 1:C 0:C 1.1:C 16:N 1.9:C 16:N 1 CN1CCC(O)(C(C)(C)C)CC1 9:C 8:C 1.22:C 23:C 1
642 555 0.53 c1ccc2c(c1)CCc1ccccc1C2 C.N 1:C 0:C 1.1:C 16:N 1.9:C 16:N 1 CN1CCC(O)(C(C)(C)C)CC1 9:C 8:C 1.22:C 23:C 1
293 15 0.53 O COCC1=C(Cl)NN(C)C1S(=O)(=O)NC(=O)Nc1nc(OC)cc(OC)n1 8:O 7:C 2 C1=C2CN3CCC45c6ccccc6N6CCC(OC1)C(C2CC34)C65 18:O 17:C 2
1018 325 0.53 COc1ccc(C=CC(N)=O)cc1OC CCC=CC=O.CO 9:N 10:C 1.9:N 14:C 1.17:C 21:O 1 CCOCC.Clc1ccccc1 10:C 20:C 1.14:N 15:C 1.14:N 19:C 1
950 86 0.53 O=C(O)c1ccc(O)cc1 C.O 1:C 0:C 1.5:C 10:O 1 O.O 5:C 6:O 1.3:C 8:O 1
207 162 0.53 COP(=S)(OC)Oc1cc(C)ncn1 CCNCC 5:C 2:N 1 C.C.CCC 14:C 15:C 1.1:C 0:C 1.6:C 7:C 1
569 15 0.53 c1ccccc1 CCOC(=O)c1ncnc1CN(C)C=O.F 12:C 10:C 1.14:C 21:F 1.17:C 18:N 1 O=C1CC2OCC=C3CN4CCC5C(N1)C2C3CC54 3:C 19:N 1.4:C 6:C 1
916 79 0.53 O=C1CCCO1 CCCCCCCCCCCC(=O)O.O=CO 14:C 10:C 1.14:C 20:C 1 C=C1CC2(CC(=O)O)CCCC1C2.CCCO.C 9:C 8:C 1.9:C 10:C 1.15:C 16:C 1.13:C 12:C 1.13:C 14:C 1
696 18 0.53 c1ccccc1 cccn.cccn 2:C 1:C 12.5:C 6:C 12.10:C 9:N 12.11:C 12:N 12 cc[nH] 3:C 8:N 12.4:C 6:C 12
307 276 0.53 CNC(=O)Oc1cc(C)cc(C)c1 CS 7:C 8:S 1 C 5:C 6:C 1
711 41 0.53 O=[N+]([O-])c1ccccc1 ccc(n)N1CCNCC1 4:C 3:N 12.9:C 0:C 12 cc[nH] 2:C 6:N 12.3:C 4:C 12
615 15 0.53 O=C1Cc2ccccc2N1 C.C.CCN1CCC(C(=O)c2ccc(F)cc2)CC1 1:C 0:C 1.1:C 2:C 1.9:N 10:C 1 cccc.CCN1CCCC(=CCO)C1 3:C 2:C 12.4:C 5:C 12.6:C 7:C 1.6:C 24:C 1.21:C 22:C 1.15:C 14:O 1
329 276 0.52 CNC(=O)Oc1ccccc1C CC.C 2:C 1:C 1.2:C 3:C 1 C.C 1:C 0:C 1.3:C 4:C 1
539 391 0.52 Cc1ccccc1 CCCCCCN(CCCCCC)C(=O)Ccc1ccccc1[nH].F 24:C 23:N 12.24:C 16:C 12.28:C 31:F 1 Ccc(C(=O)NC(CC)c1ccccc1)c1ccccc1n 15:C 13:C 12.15:C 22:N 12
827 656 0.52 c1ccc(CC2=NCCN2)cc1 C.C.CC(C)C 1:C 0:C 1.5:C 6:C 1.3:C 14:C 1 cccc 3:C 2:C 12.8:C 9:C 12
998 675 0.52 Oc1ccc2c(c1)OCC1CC=CC21 cc(O)c(c)O.O.O 3:C 20:O 1.14:C 17:O 1.12:C 11:C 12.7:C 8:C 12 COc1cccc(OC)c1OC.O.OCO 23:C 24:O 2.12:C 4:C 1.15:C 29:O 1.16:C 27:O 1
853 458 0.52 CN(C)CCC(c1ccccc1)c1ccccn1 C.C.NC=O.C.C 1:C 0:C 1.1:C 2:C 1.22:C 23:C 1.22:C 24:C 1.6:C 19:C 1 Cl 9:C 12:Cl 1
853 459 0.52 CN(C)CCC(c1ccccc1)c1ccccn1 C.C.NC=O.C.C 1:C 0:C 1.1:C 2:C 1.22:C 23:C 1.22:C 24:C 1.6:C 19:C 1 Cl 9:C 12:Cl 1
897 855 0.52 O=C1C=Cc2ccccc2C1 CCC(C)(C)O.O 5:C 4:C 1.6:C 17:O 1.13:C 14:O 2 C.ccccO.CN(C)CC(O)=C(C=O)C(N)=O.O.O.O 11:C 30:O 1.12:C 29:O 1.12:C 17:C 1.13:C 14:C 1.26:C 28:O 1.1:C 0:C 1.2:C 3:C 12.7:C 6:C 12
882 536 0.52 CCOC(c1ccc(F)cc1)c1ccc(F)cc1 Cc1cnc[nH]1 0:C 1:C 1 c1ccc(CCCN2CCNCC2)cc1 15:C 12:N 1
151 15 0.52 c1ccccc1 CCC(C)(C)C(=O)OC1=CC(=O)OC12CCCCC2.Cl.Cl 10:C 9:C 1.13:C 17:Cl 1.15:C 16:Cl 1 O=C1CC2OCC=C3CN4CCC5C(N1)C2C3CC54 3:C 19:N 1.4:C 6:C 1
466 211 0.52 CCOC(=O)Nc1ccccc1 CC[N+](C)(C)C.Cl 6:C 5:C 3.16:C 18:Cl 1 C 1:C 2:C 1
1013 896 0.52 O=C(O)c1ccc2ccccc2n1 O.O 11:C 13:O 1.3:C 14:O 1 O 6:C 7:O 2
1007 604 0.52 COc1ccc(C)cc1 COc1ccc2c(c1)OCCC2=O.O 11:C 10:C 1.16:C 18:O 1 CCC.O.C.O.CCOc1ccc(OCC(=O)O)cc1 8:C 9:O 2.8:C 10:C 1.3:C 2:C 1.11:C 12:O 1.14:C 15:C 1
544 473 0.52 CCNC(=O)c1cccc(OC)c1 CC.O 2:N 3:C 1.10:C 15:O 1 Clc1ccc(N2CCNCC2)cc1 12:C 13:N 1
461 17 0.52 O=C(O)C=Cc1ccc(O)cc1 CCc1ccccc1.O 17:C 19:O 1.8:O 7:C 1
119 83 0.52 O=c1ccc2ccccc2o1 C.N 8:C 12:N 1.1:C 0:C 1
612 19 0.52 O=C(O)Cc1ccccc1 CC(C)C.C 4:C 3:C 1.10:C 11:C 1
194 137 0.52 Cc1cccc(C)c1N(C)C(=O)CCl c1cnnc1 9:C 10:N 1 COC 9:C 10:C 1
395 12 0.52 CCCc1ccccc1 CCC(=O)NC=O.N 2:C 3:C 1.2:C 8:C 1.13:C 16:N 1 O=CNC(=O)NC=O 2:C 9:C 1.2:C 15:C 1
174 135 0.52 Cc1ccc(Cl)cc1 CC(C)C1CCCC1(O)Cn1cncn1 7:C 6:C 1 CCC1CC1.Cn1cncn1.O 5:C 1:C 1.5:C 6:C 1.5:C 19:O 1
951 947 0.52 Err:c1ccc2occcc2c1 COc1ccc2c(c1)OCO2.cco.O 8:C 7:C 1.12:C 13:C 12.16:C 15:O 12.20:C 21:O 2 CC(C)C(C)O.O.COc1ccc(OC)c(OC)c1 12:C 13:C 1.10:C 11:O 2.6:C 28:O 1.5:C 4:C 1.21:C 20:C 1
672 493 0.52 CCN(CC)CC CCOC(=O)C(O)(c1ccccc1)C1CCCCC1 6:C 7:C 3 O=C(OCCO)C1(c2ccccc2)CCCC1 6:C 7:O 1
203 154 0.51 COP(OC)SCn1ccoc1=O C.S.C.ccc(c)Cl 1:C 0:C 1.3:P 4:S 2.6:C 7:C 1.11:C 12:C 12.16:C 15:C 12 O.cc(Cl)cn 2:P 3:O 2.9:C 14:N 12.10:C 11:C 12
578 381 0.51 c1ccc2[nH]ccc2c1 cnc(c)C(=O)OC 6:C 5:C 12.14:C 15:C 12 F.O=CO 5:C 6:F 1.8:C 9:C 1
232 187 0.51 COc1cc(OC)nc(NC(=O)NS(C)(=O)=O)n1 nccccC(F)(F)F 15:C 16:C 12.15:C 20:N 12 CN(C)C(=O)cccccNC=O 10:C 9:C 12.10:C 5:C 12
574 506 0.51 Oc1ccc2c(c1)CCC1CCCCC21 C.CCC=O 1:C 0:C 1.1:C 17:C 1.14:C 15:C 1 CCNC.C 10:C 1:N 1.4:C 3:C 1.18:O 19:C 1
223 15 0.51 c1ccccc1 CCOC(=O)C(C)Cl.Cl.F.Cc1nnc(=O)n1C(F)F 7:C 6:C 1.9:C 15:N 1.10:C 14:F 1.12:C 13:Cl 1 O=C1CC2OCC=C3CN4CCC5C(N1)C2C3CC54 3:C 19:N 1.4:C 6:C 1
769 760 0.51 CC(C)(C)NCC(O)c1ccccc1 Cl 12:C 13:Cl 1 O.O 9:C 14:O 1.11:C 13:O 1
469 52 0.51 Err:O=C(O)c1cnc2ccccc12 C.CC1CCN(CCNS(C)(=O)=O)CC1 1:N 0:C 1.12:O 13:C 1
137 31 0.51 c1ccccc1 C.C.COCCNC(=O)CCl 1:C 0:C 1.5:C 6:C 1.7:C 8:N 1 CCNC(C)=O 3:C 2:N 1.8:C 9:C 1
912 735 0.51 CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C CC=C(C)C=CC=C(C)C=CC1=C(C)C(=O)C(O)CC1(C)C.O.O 4:C 3:C 2.18:C 19:O 2.20:C 25:O 1 O.O 7:C 8:O 2.7:C 9:O 1
912 746 0.51 CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C CC=C(C)C=CC=C(C)C=CC1=C(C)C(=O)C(O)CC1(C)C.O.O 4:C 3:C 2.18:C 19:O 2.20:C 25:O 1 O.O 7:C 8:O 2.7:C 9:O 1
178 172 0.51 CC(Cn1cncn1)c1ccc(Cl)cc1Cl OC(F)(F)C(F)F 10:C 11:O 1 CCC.O 3:C 2:C 1.4:C 19:O 1
262 15 0.51 O=C1NCC2=C1CCCC2 C#CCN1C(=O)COc2cc(F)ccc21.O 15:N 6:C 1.24:C 25:O 2 cccc.CCN1CCCC(=CCO)C1 15:C 14:O 1.21:C 22:C 1.6:C 7:C 1.6:C 24:C 1.4:C 5:C 12.3:C 2:C 12
895 880 0.51 Cc1c(C)n(C)c2ccccc12 CC.O.c1ccc2ccccc2c1 13:C 14:O 2.13:C 15:C 1.2:C 1:C 1 O=CO.O.Clc1ccccc1.CO 3:C 4:C 1.14:C 15:O 2.14:C 16:C 1.9:C 23:O 1
331 320 0.51 Cc1ccc(Cl)nc1 O=[N+]([O-])NC1=NCCN1 7:C 8:N 1 CNC(C)=NC#N 7:C 5:N 1
817 333 0.51 CNc1nc2ccccc2s1 CCOc1cccc(CN2CCCCC2)c1 16:C 15:C 1 CN.O.C 2:C 1:N 1.2:C 3:O 2.4:N 5:C 1
531 501 0.50 c1ccc(Cc2ccccc2)cc1 NC(=O)NC=O 6:C 13:C 1.6:C 18:N 1 N=C([O-])NC=O 6:C 13:C 1.6:C 17:N 1
659 15 0.50 c1ccccc1 C.CC1NC(=O)c2cc(S(=O)ON)c(Cl)cc2N1 1:C 0:C 1.6:C 7:N 1 O=C1CC2OCC=C3CN4CCC5C(N1)C2C3CC54 3:C 19:N 1.4:C 6:C 1
369 16 0.50 NC1CC(O)C(CO)O1 cnc(N)nc=O.O 3:C 14:O 1.5:N 6:C 12.5:N 11:C 12 cc(C)c(=O)[nH]c=O 3:N 2:C 12.3:N 12:C 12
557 15 0.50 c1ccc2[nH]ccc2c1 CC.CCOC(CC)CC(=O)O 2:C 1:C 1.18:C 11:C 1.7:C 8:C 1 CCN1CCC2CC(CC=O)OCC=C2C1 19:N 17:C 1.20:C 21:C 1.6:C 7:C 1.6:C 24:C 1
955 924 0.50 Err:Oc1cccc2occcc12 C.O.cco.CO 1:O 0:C 1.6:C 7:O 2.10:C 16:O 1.11:C 15:O 12.12:C 13:C 12 CO.cc(OC)c(c)OC.O 15:C 16:O 2.14:C 13:C 12.9:C 10:C 12.2:C 1:O 1
447 15 0.50 c1ccccc1 CC1=C(C(=O)O)N2C(=O)C(NC(=O)CN)C2SC1 17:C 16:C 1 O=C1CC2OCC=C3CN4CCC5C(N1)C2C3CC54 3:C 19:N 1.4:C 6:C 1
618 560 0.50 CCNC(=O)c1c(O)cccc1OC CCCNCC.I 6:C 5:C 1.6:C 2:N 1.15:C 18:I 1 CC.CCN(C)CC.Cl 13:C 14:C 1.13:C 19:C 1.4:C 22:Cl 1.2:C 1:C 1
884 590 0.50 CC(=O)c1ccccc1 CN1CCCCC1CC(O)c1ccccc1 7:C 6:C 1 CCN1CCC(O)(c2ccc(Cl)cc2)CC1.F 1:C 0:C 1.7:C 10:F 1
Code
require(visNetwork, quietly = TRUE)
# minimal example
nodes <- data.frame(id = unique(c(temp_tri$row,temp_tri$col)),
                    label = paste(unique(c(temp_tri$row,temp_tri$col))))

edges <- data.frame(from = temp_tri$row, to = temp_tri$col)
visNetwork(nodes, edges, width = "100%") %>% 
    visEdges(arrows ="to") 

Session info

Code
sessionInfo()
R version 4.3.1 (2023-06-16 ucrt)
Platform: x86_64-w64-mingw32/x64 (64-bit)
Running under: Windows 10 x64 (build 19045)

Matrix products: default


locale:
[1] LC_COLLATE=Polish_Poland.utf8  LC_CTYPE=Polish_Poland.utf8   
[3] LC_MONETARY=Polish_Poland.utf8 LC_NUMERIC=C                  
[5] LC_TIME=Polish_Poland.utf8    

time zone: Europe/Warsaw
tzcode source: internal

attached base packages:
[1] stats     graphics  grDevices utils     datasets  methods   base     

other attached packages:
 [1] visNetwork_2.1.2  kableExtra_1.4.0  reticulate_1.42.0 magick_2.8.6     
 [5] here_1.0.1        pracma_2.4.4      reshape2_1.4.4    GGally_2.2.1     
 [9] dplyr_1.1.4       tidyr_1.3.1       patchwork_1.2.0   gridExtra_2.3    
[13] ggplot2_3.5.1    

loaded via a namespace (and not attached):
 [1] utf8_1.2.4         generics_0.1.3     xml2_1.3.6         stringi_1.8.4     
 [5] lattice_0.21-8     digest_0.6.35      magrittr_2.0.3     evaluate_1.0.3    
 [9] grid_4.3.1         RColorBrewer_1.1-3 fastmap_1.2.0      rprojroot_2.0.4   
[13] plyr_1.8.9         jsonlite_1.8.8     Matrix_1.6-5       purrr_1.0.2       
[17] fansi_1.0.6        viridisLite_0.4.2  scales_1.3.0       textshaping_0.4.0 
[21] cli_3.6.2          rlang_1.1.3        munsell_0.5.1      withr_3.0.2       
[25] yaml_2.3.8         tools_4.3.1        colorspace_2.1-0   ggstats_0.8.0     
[29] png_0.1-8          vctrs_0.6.5        R6_2.5.1           lifecycle_1.0.4   
[33] stringr_1.5.1      htmlwidgets_1.6.4  ragg_1.3.2         pkgconfig_2.0.3   
[37] pillar_1.9.0       gtable_0.3.5       glue_1.7.0         Rcpp_1.0.12       
[41] systemfonts_1.1.0  xfun_0.44          tibble_3.2.1       tidyselect_1.2.1  
[45] rstudioapi_0.16.0  knitr_1.46         htmltools_0.5.8.1  svglite_2.1.3     
[49] rmarkdown_2.27     compiler_4.3.1